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Quality Control of [ 459-57-4 ]

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Product Citations Expand+

Design and synthesis of imidazo[1,2-a]pyridine-chalcone conjugates as antikinetoplastid agents

Agarwal, Devesh S. ; Beteck, Richard M. ; Ilbeigi, Kayhan , et al. Chem. Biol. Drug Des.,2024,103(1):e14400. DOI: 10.1111/cbdd.14400 PubMed ID: 37994272

Abstract: A library of imidazo[1,2-a]pyridine-appended chalcones were synthesized and characterized using 1H NMR,13C NMR and HRMS. The synthesized analogs were screened for their antikinetoplastid activity against Trypanosoma cruzi, Trypanosoma brucei brucei, Trypanosoma brucei rhodesiense and Leishmania infantum. The analogs were also tested for their cytotoxicity activity against human lung fibroblasts and primary mouse macrophages. Among all screened derivatives, (E)-N-(4-(3-(2-chlorophenyl)acryloyl)phenyl)imidazo[1,2-a]pyridine-2-carboxamide was found to be the most active against T. cruzi and T. b. brucei exhibiting IC50 values of 8.5 and 1.35 μM, resp. Against T. b. rhodesiense, (E)-N-(4-(3-(4-bromophenyl)acryloyl)phenyl)imidazo[1,2-a]pyridine-2-carboxamide was found to be the most active with an IC50 value of 1.13 μM. All synthesized active analogs were found to be non-cytotoxic against MRC-5 and PMM with selectivity indexes of up to more than 50.

Keywords: antikinetoplastid ; chalcone ; drug likeliness properties ; imidazo[1,2-a]pyridine ; neglected tropical diseases (NTDs) ; Trypanosoma brucei brucei ; Trypanosoma brucei rhodesiense

Purchased from AmBeed: 613-45-6 ; 587-04-2 ; 1122-91-4 ; 64951-08-2 ; 99-92-3 ; 99-92-3 ; 456-48-4 ; 555-16-8 ; 94-41-7 ; 104-88-1 ; 1113-59-3 ; 459-57-4 ; 529-20-4 ; 6287-38-3 ; 1113-59-3

Physicochemical properties and cytochromes P-450 kinetics of 5, 5-bis (4-fluorophenyl) imidazolidine-2, 4-dione, the bis (para-fluorophenyl) derivative of phenytoin

Cole, Presley C ; Martinez, Briana I ; Shell, Thomas A Tetrahedron,2024,134275. DOI: 10.1016/j.tet.2024.134275

Abstract: Phenytoin (PHT, brand name: Dilantin) is an anticonvulsant drug that is used in the treatment of epilepsy. PHT is metabolically inactivated by cytochromes P-450 (CYP) catalyzed aromatic hydroxylation at the para position. Therefore, Nelson et al. hypothesized that this metabolic pathway would be slowed or blocked for a PHT derivative with fluorines at the para positions of the aromatic rings (pF-PHT) resulting in a molecule with increased antiseizure activity and longer duration of action relative to PHT. Interestingly, pF-PHT is less active than PHT, but has a much longer duration of action. Nelson et al. hypothesized that differences in physicochemical properties must contribute to the poor activity of pF-PHT. Thus, pF-PHT was synthesized to compare its physicochemical properties with those of PHT. In addition, the kinetics of CYP catalyzed oxidation were compared using Sprague Dawley (SD) rat liver microsomes because PHT is metabolically inactivated by CYP in the liver. The previously reported synthesis of pF-PHT employs a highly toxic reagent and produces a highly poisonous gas. Therefore, a safer synthetic route for pF-PHT was developed. This synthetic approach utilizes three steps: 1) a thiamine catalyzed benzoin condensation of para-fluorobenzaldehyde, 2) a nitric acid oxidation of the benzoin product to the corresponding benzil derivative, and 3) a microwave-assisted phenytoin synthesis of this benzil derivative with urea. There are no significant differences in conjugation, acidity, and lipophilicity between PHT and pF-PHT. Therefore, our results do not support the hypothesis that the low activity of pF-PHT relative to PHT results from variations in physicochemical properties. While PHT and pF-PHT have the same apparent binding affinity for the CYP proteome of the SD rat liver microsome, pF-PHT undergoes CYP catalyzed oxidation at half the rate in comparison to PHT.

Purchased from AmBeed: 67-03-8 ; 459-57-4

Structure Activity Relationship (SAR) Studies of 1, 2-Diarylethylamines as N-Methyl-D-Aspartate Receptor Antagonists

Michael B. Dybek ; Saint Joseph's University,2023.

Abstract: Memantine, an N-methyl-D-aspartate receptor (NMDAR) antagonist is FDA approved for the treatment of moderate to severe Alzheimer disease. The efficacy is believed to stem from its ability to block/mitigate excitotoxicity that stems from excessive glutamatergic activation/transmission and is thus neuroprotective. However, they display tolerability issues that hinder their ability to be utilized as neuroprotective agents. Previous studies from our lab suggest that the compounds that function as uncompetitive NMDAR antagonists and have moderate affinity to the NMDAR demonstrate the best tolerability. This observation has prompted investigations for novel neuroprotective NMDAR antagonists with improved efficacy and tolerability. Our lead compounds phencyclidine (PCP) and analogs have demonstrated the ability to protect hippocampal neurons from NMDA insult in vitro. Our studies explored synthesizing and evaluating both arylalkylamines and 1,2-diarylethylamines. A total of 76 target compounds were synthesized as part of this exploration. In vitro competitive radio-ligand binding assays were conducted for each compound to determine affinities to NMDAR in rat forebrain homogenate. Several of these compounds demonstrated binding affinities within a previously defined target range (400 nM – 2,100 nM). This range was previously determined to provide the highest tolerability for uncompetitive NMDAR antagonists. 34 compounds were further evaluated to obtain binding affinities on 44 other relevant central nervous system targets. This SAR investigation has uncovered several intriguing polypharmacological profiles have emerged, including potent affinities to NMDAR, dopamine transporter (DAT), norepinephrine transporter (NET), and serotonin transporter (SERT).

Purchased from AmBeed: 456-48-4 ; 446-52-6 ; 459-57-4 ; 34645-25-5

Computational and Experimental Studies in Selective Organocatalysis

Corin Wagen ; Harvard University,2023.

Abstract: Chemical synthesis has transformed the ability of scientists and engineers to interact with themolecular world. Yet despite almost two centuries of considerable effort, small-molecule synthesisremains a challenging task. Hundreds ofnew reactions are discovered every year, but few possessthe requisite selectivity and generality needed to be use ful for routine synthesis, and elucidation ofthe ir mechanism and underlying catalytic principles is rarely conducted. In this work, we describea variety of efforts at the interface of organic, computational, and analytical chemistry which seekto address the linked problems of discovering selective organocatalysts and understanding themechanism by which they operate. In Chapter 1, we report the development of a new analytical method that combines chiralstationary phase supercritical fluid chromatography wih mass spectrometry-based detection toenable enantiodetermination of pooled crude reaction mixtures, greatly increasing analyticalthroughput. This advance allows us to perform multi-substrate screening to discover catalystspossessing good substrate scope, which we demonstrate in the optimization of a Bronsted acidcatalyst for the enantioselective Pictet-Spengler reaction.In Chapter 2, we disclose the results of a mechanistic study aimed at understanding a hydrogenchloride/hydrogen-bond donor co-catalyzed Prins cyclization of alkenyl aldehydes whichexhibited dramatic rate acceleration compared to the background reaction. Our studies reveal that the catalyst reacts with hydrogen chloride to form a new chiral acid in siu with a higher pK, thanhydrogen chloride, which nevertheless reacts faster owing to favorable catalyst-controlledpositioning ofthe chloride anion to electrostatically stabilize the major transition state In Chapter 3, we report a computational study of our group's regio- and stereoselectiveglycosylation of` minimally protected glycosyl acceptors. The computational model describedthe first of` hydrogen-bond-donor-catalyzed glycosylation of glycosyl phosphate donors containsfeatures of the transition state previously hypothesized on the basis of experimental results, andlends support to the proposed “4H” binding mechanism. In Chapter 4, we describe the development of an enantioselective protio-semipinacol reactionof unactivated vinylic cyclopropanols. Motivated by the question of how high enantioselectivitycan be achieved in a low-barrier 1,2-rearrangement, we conduct an experimental andcomputational mechanistic investigation and come to the surprising conclusion that protonation toform a formally achiral carbocation in fact exerts stereocontrol over the subsequent rearrangementstep: the rearrangement is so rapid that the carbocation is locked in a given chiral conformationrendering the rearrangement efectively stereospecific. Finally, in chapter 5 we detail a spectroscopic and computational study of solutions ofhydrogen chloride in diethyl ether, aimed at assigning the solution structure ofhydrogen chlorideIn situ IR spectroscopy, combined with density-functional theory and molecular dynamicsprovides evidence for the existence of oxonium ions formed from complete proton transfer todiethyl ether. This observation explains the often-inhibitory effect of diethyl ether on hydrogenchloride-catalyzed reactions and has intriguing implications for catalyst design.

Purchased from AmBeed: 13865-19-5 ; 459-57-4

Design and synthesis of conformationally flexible scaffold as bitopic ligands for potent D3-selective antagonists

Kim, Ho Young ; Lee, Ji Youn ; Hsieh, Chia-Ju , et al. Int. J. Mol. Sci.,2023,24(1):432. DOI: 10.3390/ijms24010432 PubMed ID: 36613875

Abstract: Previous studies have confirmed that the binding of D3 receptor antagonists is competitively inhibited by endogenous dopamine despite excellent binding affinity for D3 receptors. This result urges the development of an alternative scaffold that is capable of competing with dopamine for binding to the D3 receptor. Herein, an SAR study was conducted on metoclopramide that incorporated a flexible scaffold for interaction with the secondary binding site of the D3 receptor. The alteration of benzamide substituents and secondary binding fragments with aryl carboxamides resulted in excellent D3 receptor affinities (Ki = 0.8–13.2 nM) with subtype selectivity to the D2 receptor ranging from 22- to 180-fold. The β-arrestin recruitment assay revealed that 21c with 4-(pyridine-4-yl)benzamide can compete well against dopamine with the highest potency (IC50 = 1.3 nM). Computational studies demonstrated that the high potency of 21c and its analogs was the result of interactions with the secondary binding site of the D3 receptor. These compounds also displayed minimal effects for other GPCRs except moderate affinity for 5-HT3 receptors and TSPO. The results of this study revealed that a new class of selective D3 receptor antagonists should be useful in behavioral pharmacology studies and as lead compounds for PET radiotracer development.

Keywords: D3 receptor antagonists ; metoclopramide ; bitopic ligand ; β-arrestin recruitment assay ; computational chemistry

Purchased from AmBeed: 5460-29-7 ; 88-13-1 ; 29886-62-2 ; 64951-08-2 ; 55-22-1 ; 1477-50-5 ; 16136-58-6 ; 62563-07-9 ; 5394-18-3 ; 5003-71-4 ; 29886-64-4 ; 105628-63-5 ; 2243-83-6 ; 459-57-4 ; 486-74-8 ; 87227-41-6 ; 105299-45-4 ; 5458-14-0 ; 72517-23-8 ; 38942-51-7 ...More

Nitrothiazole-Thiazolidinone Hybrids: Synthesis and in Vitro Antimicrobial Evaluation

Dylan Hart ; Lesetja J. Legoabe ; Omobolanle J. Jesumoroti , et al. Chem. Biodivers.,2022,19(11):e202200729. DOI: 10.1002/cbdv.202200729 PubMed ID: 36102043

Abstract: Herein we report the synthesis of novel compounds inspired by the antimicrobial activities of nitroazole and thiazolidin-4-one based compounds reported in the literature. Target compounds were investigated in vitro for antitubercular, antibacterial, antifungal, and overt cell toxicity properties. All compounds exhibited potent antitubercular activity. Most compounds exhibited low micromolar activity against S. aureus and C. albicans with no overt cell toxicity against HEK-293 cells nor haemolysis against human red blood cells. Notably, compound 3b exhibited low to sub-micromolar activities against Mtb, MRSA, and C. albicans. 3b showed superior activity (0.25 μg/ml) against MRSA compared to vancomycin (1 μg/ml).

Purchased from AmBeed: 613-45-6 ; 121-66-4 ; 587-04-2 ; 104-87-0 ; 552-89-6 ; 456-48-4 ; 830-79-5 ; 555-16-8 ; 104-88-1 ; 591-31-1 ; 3132-99-8 ; 446-52-6 ; 459-57-4 ; 529-20-4 ; 6287-38-3 ; 123-08-0 ; 100-52-7 ; 349121-09-1 ; 89-98-5 ...More

Product Details of [ 459-57-4 ]

CAS No. :	459-57-4	MDL No. :	MFCD00003378
Formula :	C₇H₅FO	Boiling Point :	-
Linear Structure Formula :	C₆H₄F(CHO)	InChI Key :	UOQXIWFBQSVDPP-UHFFFAOYSA-N
M.W :	124.11	Pubchem ID :	68023
Synonyms :

Calculated chemistry of [ 459-57-4 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	31.79
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.96 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.44
Log Po/w (XLOGP3) :	1.54
Log Po/w (WLOGP) :	2.06
Log Po/w (MLOGP) :	1.88
Log Po/w (SILICOS-IT) :	2.42
Consensus Log Po/w :	1.87

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.01
Solubility :	1.22 mg/ml ; 0.00984 mol/l
Class :	Soluble
Log S (Ali) :	-1.51
Solubility :	3.86 mg/ml ; 0.0311 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.58
Solubility :	0.326 mg/ml ; 0.00262 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.0

Safety of [ 459-57-4 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235	UN#:	1989
Hazard Statements:	H225-H315-H319-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 459-57-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 459-57-4 ]
Downstream synthetic route of [ 459-57-4 ]

[ 459-57-4 ] Synthesis Path-Upstream 1~5

1
[ 59-48-3 ]
[ 459-57-4 ]
[ 3476-86-6 ]

Yield	Reaction Conditions	Operation in experiment
85%	With piperidine In ethanol at 90℃; Inert atmosphere	General procedure: The appropriate aldehyde (1 equiv) was added to EtOH (3 mL/0.2 mmol) and the mixture was stirred until complete solution. Theoxindole (1 equiv) and piperidine (0.1 equiv) were added, and themixture was heated to 90°C for 3-7 h, and cooled. The resultingprecipitatewas filtered, washed with cold ethanol and dried to givethe pure compound. If necessary, additional recrystallization inethanol was applied to obtain the pure product.

Reference： [1] European Journal of Medicinal Chemistry, 2017, vol. 130, p. 286 - 307
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 5, p. 2077 - 2090
[3] Journal of Chemical Research, 2018, vol. 42, # 5, p. 244 - 246

2
[ 59-48-3 ]
[ 459-57-4 ]
[ 3476-86-6 ]
[ 90828-17-4 ]

Yield	Reaction Conditions	Operation in experiment
25%	With piperidine In ethanol for 3 h; Reflux	General procedure: The preparation of compounds 3-25 was carried out by refluxing oxindole with different aromatic aldehydes in ethanol in the presence of a catalytic amount of piperidine were refluxed for 3 h. After cooling reaction mixture was concentrated at reduced pressure to obtain solid of 3-oxindole derivatives, then washed with 1:1 mixture of hexane-ethyl acetate (25 mL) and dried to afford titles compoundsin good yields (Table 1). Only in two cases (10 and21), both E and Z isomers were obtained, these isomers wereseparated by column chromatography using 1:9 ethyl acetate: hexane as eluent. The structures of synthetic compounds 3-25 were elucidated by 1H NMR and EI MS. Elemental analysis results were also found to be satisfactory.

Reference： [1] Medicinal Chemistry, 2013, vol. 9, # 5, p. 681 - 688

3
[ 104-87-0 ]
[ 459-57-4 ]
[ 3476-86-6 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984, # 4, p. 615 - 620

4
[ 459-57-4 ]
[ 134395-00-9 ]

Reference： [1] Tetrahedron Letters, 1992, vol. 33, # 17, p. 2283 - 2284

5
[ 459-57-4 ]
[ 862466-16-8 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 16, p. 3685 - 3690

[ 459-57-4 ] Synthesis Path-Downstream 1~7

1
[ 456-14-4 ]
[ 459-57-4 ]
[ 7152-15-0 ]
[ 123837-56-9 ]

Reference： [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 52 - 60

2
[ 2040-90-6 ]
[ 459-57-4 ]
4-(2-chloro-6-fluorophenoxy)benzaldehyde [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 2481 - 2486

3
[ 459-57-4 ]
PhCH₂CH₂MgHal [ No CAS ]
[ 147118-40-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 437 - 444

4
[ 459-57-4 ]
[ 4089-07-0 ]
[ 566151-20-0 ]

Yield	Reaction Conditions	Operation in experiment
		An (S)-tyrosine hydrochloride ethyl ester (61.5 g) and triethylamine (42 mL) were dissolved in methanol (250 mL), and molecular sieve 4A was added thereto. 4-Fluorobenzaldehyde (30 mL) was added dropwise thereto at 0° C., and the mixture was stirred for five hours at room temperature. Formation of an imine was confirmed through thin-layer chromatography. After the reaction mixture was cooled in an ice bath, sodium borohydride (10.4 g) was added thereto, and the mixture was stirred overnight at room temperature. The reaction mixture was filtered by use of celite, and the solvent was distilled off at low temperature. Water was added to the residue, and the mixture was subjected to extraction with chloroform. The organic layer was concentrated and then diluted with diethyl ether. A diethyl ether solution saturated with hydrogen chloride was added thereto, and the mixture was subjected to extraction with water. A 10-percent(w/v) aqueous sodium hydroxide solution was added dropwise to the aqueous layer, to thereby adjust the pH of the mixture to 12. The resultant mixture was subjected to extraction with diethyl ether and ethyl acetate, and the solvent was distilled off, to thereby yield 67.3 g of the title compound as a colorless oil. IRnu max (neat): 3382, 2977, 2930, 2846, 1731, 1614, 1515, 1460, 1377, 1223, 1107, 1023, 825 cm-1. 1H-NMR(CDCl3)delta: 1.25(3H, t, J=7.0 Hz), 2.97(2H, d, J=6.8 Hz), 3.53(1H, t, J=6.8 Hz), 3.69(1H, d, J=13.0 Hz), 3.84(1H, d, J=13.0 Hz), 4.17(2H, q, J=7.0 Hz), 6.74(2H, d, J=8.6 Hz), 6.93-7.04(4H, m), 7.23-7.28(2H, m).

Reference： [1]Patent: US2004/102439,2004,A1 .Location in patent: Page/Page column 7

5
[ 6642-31-5 ]
[ 538-28-3 ]
[ 459-57-4 ]
[ 1008438-28-5 ]

Reference： [1]Heterocycles,2008,vol. 75,p. 87 - 93

6
[ 1001-26-9 ]
[ 459-57-4 ]
[ 57-13-6 ]
[ 1263474-37-8 ]

Yield	Reaction Conditions	Operation in experiment
	With NaHSO4/SiO2; In acetonitrile; for 18h;Heating; Reflux;	Briefly, to a solution of p-fluorobenzaldehyde (7.5 mL) in 200 mL acetonitrile was added <strong>[1001-26-9]ethyl 3-ethoxyacrylate</strong> (10.7 mL), urea (5.0 g) and freshly dried SiO2-NaHSO4 (3.7 g). The solution was heated at reflux for 18 hours, then cooled and poured into ice water. The precipitate was recovered by filtration and air-dried to yield 4-(4-fluoro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (18.8 g).

Reference： [1]Patent: US2011/28502,2011,A1 .Location in patent: Page/Page column 41-42

7
[ 538-28-3 ]
[ 459-57-4 ]
[ 105-56-6 ]
[ 1362426-24-1 ]

Reference： [1]Research on Chemical Intermediates,2012,vol. 38,p. 983 - 993

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Isomers

Technical Information

• Alkyl Halide Occurrence • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Julia-Kocienski Olefination • Knoevenagel Condensation • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Stetter Reaction • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

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Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
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Code	Phrase
P201	Obtain special instructions before use.
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P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
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P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
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Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 459-57-4 ] {[proInfo.proName]}

Quality Control of [ 459-57-4 ]

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[ 459-57-4 ] Synthesis Path-Upstream 1~5

[ 459-57-4 ] Synthesis Path-Downstream 1~7

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Fluorinated Building Blocks

Aryls

Aldehydes

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[ 459-57-4 ]