[ CAS No. 24566-81-2 ] {[proInfo.proName]}

Name: 24566-81-2|4-Bromobutan-1-amine hydrobromide|96%
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SKU: A230654
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Quality Control of [ 24566-81-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 24566-81-2 ]

SDS Specification

Alternatived Products of [ 24566-81-2 ]

Product Details of [ 24566-81-2 ]

CAS No. :	24566-81-2	MDL No. :	MFCD07780174
Formula :	C₄H₁₁Br₂N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PZKCNXZSEAHUGH-UHFFFAOYSA-N
M.W :	232.94	Pubchem ID :	24189510
Synonyms :

Calculated chemistry of [ 24566-81-2 ]

Physicochemical Properties

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	41.96
TPSA :	26.02 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) :	-6.32 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	1.97
Log Po/w (WLOGP) :	2.08
Log Po/w (MLOGP) :	1.89
Log Po/w (SILICOS-IT) :	0.9
Consensus Log Po/w :	1.37

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.33
Solubility :	1.1 mg/ml ; 0.00471 mol/l
Class :	Soluble
Log S (Ali) :	-2.14
Solubility :	1.68 mg/ml ; 0.00721 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.98
Solubility :	2.47 mg/ml ; 0.0106 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.22

Safety of [ 24566-81-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 24566-81-2 ]

* 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 [ 24566-81-2 ]
Downstream synthetic route of [ 24566-81-2 ]

[ 24566-81-2 ] Synthesis Path-Upstream 1~3

1
[ 13325-10-5 ]
[ 24566-81-2 ]

Reference： [1] Journal of Heterocyclic Chemistry, 2000, vol. 37, # 6, p. 1431 - 1438
[2] British Journal of Pharmacology, 1996, vol. 117, # 4, p. 619 - 632
[3] Tetrahedron, 2013, vol. 69, # 36, p. 7699 - 7705

2
[ 16728-66-8 ]
[ 24566-81-2 ]

Reference： [1] Organic Preparations and Procedures International, 2003, vol. 35, # 5, p. 501 - 507

3
[ 24566-81-2 ]
[ 164365-88-2 ]

Yield	Reaction Conditions	Operation in experiment
5.387 g	With dmap; di-<i>tert</i>-butyl dicarbonate; triethylamine In dichloromethane at 20℃; for 1.5 h;	The 5 g 4 - the bromine is positive butane -1 - ammonia hydrobromide with 4.686 g (1.5 eq) carbonic acid di-tert-butyl dicarbonate dissolved in two in the methylene chloride solution, stirring and dissolving, slowly dropping containing 193 mg (0.1 eq) 4 - dimethylamino pyridine and 8.688 g (4 eq) methylene dichloride solution of triethylamine, the reaction at room temperature for 1.5 h. Finally in the separatory funnel for respectively 0.5 N hydrochloric acid aqueous solution and saturated salt water washing the reaction solution, after drying by anhydrous sodium sulfate, filtered, reduced pressure distillation to remove the organic solvent, to obtain 5.387 g intermediate II.

Reference： [1] Patent: CN108530391, 2018, A, . Location in patent: Paragraph 0038-0040

[ 24566-81-2 ] Synthesis Path-Downstream 1~26

1
[ 1066-26-8 ]
[ 24566-81-2 ]
[ 15252-45-6 ]

Reference： [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1963,vol. 256,p. 3146 - 3148

2
[ 24566-81-2 ]
[ 21679-16-3 ]

Reference： [1]Journal of medicinal chemistry,1969,vol. 12,p. 510 - 512

3
[ 24566-81-2 ]
[ 74-86-2 ]
[ 15252-45-6 ]

Reference： [1]Bulletin de la Societe Chimique de France,1967,p. 588 - 596

4
[ 24566-81-2 ]
[ 134935-65-2 ]
[ 89091-73-6 ]

Reference： [1]Tetrahedron Letters,1983,vol. 24,p. 5211 - 5214

5
[ 24566-81-2 ]
[ 89091-70-3 ]
[ 89091-72-5 ]

Reference： [1]Tetrahedron Letters,1983,vol. 24,p. 5211 - 5214

6
[ 24566-81-2 ]
[ 108852-43-3 ]
[ 124010-37-3 ]

Reference： [1]Tetrahedron Letters,1989,vol. 30,p. 1365 - 1368

7
[ 24566-81-2 ]
[ 108852-43-3 ]
(E)-N-(4-Azido-butyl)-3-(4-benzyloxy-3-methoxy-phenyl)-acrylamide [ No CAS ]

Reference： [1]Tetrahedron Letters,1983,vol. 24,p. 5211 - 5214

8
[ 13325-10-5 ]
[ 24566-81-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,2000,vol. 37,p. 1431 - 1438
[2]British Journal of Pharmacology,1996,vol. 117,p. 619 - 632
[3]Tetrahedron,2013,vol. 69,p. 7699 - 7705

9
[ 24566-81-2 ]
[ 501-53-1 ]
[ 101625-10-9 ]

Reference： [1]Journal of Organic Chemistry,2000,vol. 65,p. 8979 - 8987

10
[ 24566-81-2 ]
[ 98-88-4 ]
[ 3389-54-6 ]
N-(4-bromobutyl)benzamide [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,2000,vol. 37,p. 1431 - 1438

11
[ 75-44-5 ]
[ 24566-81-2 ]
[ 71250-87-8 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 2960 - 2963

12
[ 16728-66-8 ]
[ 24566-81-2 ]

Reference： [1]Organic Preparations and Procedures International,2003,vol. 35,p. 501 - 507

13
[ 24566-81-2 ]
[ 141-75-3 ]
N-(4-bromobutyl)butanamide [ No CAS ]

Reference： [1]Organic Preparations and Procedures International,2003,vol. 35,p. 501 - 507

14
[ 14395-53-0 ]
[ 24566-81-2 ]
[ 799764-03-7 ]

Reference： [1]Heterocycles,2004,vol. 63,p. 2309 - 2318

15
[ 6320-02-1 ]
[ 24566-81-2 ]
4-(2-bromophenylsulfanyl)butylamine [ No CAS ]

Reference： [1]Heterocycles,2004,vol. 63,p. 2309 - 2318

16
[ 13993-51-6 ]
[ 24566-81-2 ]
[ 799764-04-8 ]

Reference： [1]Heterocycles,2004,vol. 63,p. 2309 - 2318

17
[ 108-31-6 ]
[ 24566-81-2 ]
(Z)-4-(4-bromobutylamino)-4-oxobut-2-enoic acid [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2009,vol. 48,p. 811 - 814

18
2,7-dimethoxythioacridinone [ No CAS ]
[ 24566-81-2 ]
[ 1233355-61-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 3491 - 3494

19
5'-d{CCCTTT[(R)-thiophosphoryldioxy]TTTCCC}-3' [ No CAS ]
[ 24566-81-2 ]
5'-d{CCCTTT[(R)-S-(4-aminobut-1-yl)thiophosphoryldioxy]TTTCCC}-3' [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	In N,N-dimethyl-formamide; at 45℃; for 24h;pH 6.5;aq. buffer;	General procedure: Each aminoalkylation reagent (1.0 M, 2 muL, 2 mumol) in DMF (for ODN 2-6) or H2O (for ODN 7-10) was added to a solution of ODN 1 (10 nmol) in 22 mM HEPES buffer (18 muL, pH 6.5) and the reaction mixture was incubated at 45 C for 24 h. After completing the reaction, ODN was precipitated by adding ethanol (100 muL). The mixture was kept at 0 C for 15 min, centrifuged at 13,200 rpm for 15 min at 4 C, and the resulting supernatant solution was removed. The obtained ODN was purified by RP-HPLC and characterized by MALDI-TOF mass spectrometry.

Reference： [1]Bioorganic and Medicinal Chemistry,2012,vol. 20,p. 4098 - 4102

20
5'-d{CCCTTT[(S)-thiophosphoryldioxy]TTTCCC}-3' [ No CAS ]
[ 24566-81-2 ]
5'-d{CCCTTT[(S)-S-(4-aminobut-1-yl)thiophosphoryldioxy]TTTCCC}-3' [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	In N,N-dimethyl-formamide; at 45℃; for 24h;pH 6.5;aq. buffer;	General procedure: Each aminoalkylation reagent (1.0 M, 2 muL, 2 mumol) in DMF (for ODN 2-6) or H2O (for ODN 7-10) was added to a solution of ODN 1 (10 nmol) in 22 mM HEPES buffer (18 muL, pH 6.5) and the reaction mixture was incubated at 45 C for 24 h. After completing the reaction, ODN was precipitated by adding ethanol (100 muL). The mixture was kept at 0 C for 15 min, centrifuged at 13,200 rpm for 15 min at 4 C, and the resulting supernatant solution was removed. The obtained ODN was purified by RP-HPLC and characterized by MALDI-TOF mass spectrometry.

Reference： [1]Bioorganic and Medicinal Chemistry,2012,vol. 20,p. 4098 - 4102

21
[ 24566-81-2 ]
[ 68-95-1 ]
[ 1410113-25-5 ]

Yield	Reaction Conditions	Operation in experiment
77%		To a cold (-20 oC) solution of the N-acetylproline (3.2 mmol) and N-methyl morpholine (NMM) (4.8 mmol) in tetrahydrofuran (THF) (6 mL) was addedOethylchloroformate (ECF) (3.3 mmol) under N2 atmosphere and OHNvigorously stirred. After 2 min of stirring, a solution of 3- N Hbromopropylamine hydrobromide (3.8 mmol) in THF was added to O Bthe mixture followed by NMM (7.9 mmol) and stirred. After 10 min the mixture was warmed to25 oC and stirred further four hours. THF was removed under reduced pressure and the resulting viscous solution was diluted with water (5 mL) and thoroughly extracted with ethyl acetate (15 mL). The combined organic extracts were washed with 1N HCl (5 mL), saturated aqueous sodium bicarbonate (NaHCO3) (5 mL) and dried over anhydrous sodium sulphate (Na2SO4) and concentrated to give a residue, which was purified by silica gel flash column chromatograph (EtOAc : MeOH - 25 : 1) yielded the desired product as a viscous oil (559 mg, 1.7 mmol, 77% yield);

Reference： [1]Tetrahedron Letters,2012,vol. 53,p. 4413 - 4417

22
[ 24566-81-2 ]
[ 74023-56-6 ]

Reference： [1]Tetrahedron,2013,vol. 69,p. 7699 - 7705

23
[ 24566-81-2 ]
[ 111-64-8 ]
[ 1619235-29-8 ]

Reference： [1]Chemical Communications,2014,vol. 50,p. 8586 - 8589

24
[ 1640-39-7 ]
[ 24566-81-2 ]
1-(3-aminopropyl)-2,3,3-trimethyl-3H-indol-1-ium bromide hydrobromide [ No CAS ]

Reference： [1]Chemical Communications,2015,vol. 51,p. 7386 - 7389

25
N-(9-(2-(chlorocarbonyl)phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethylethanaminium chloride [ No CAS ]
[ 24566-81-2 ]
C₃₂H₃₈BrN₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
332 mg	With triethylamine; In acetonitrile; at 20℃; for 24h;	The intermediate Rho-C4-Br was prepared in accordance with the procedure for Rho-C2 using <strong>[24566-81-2]4-bromobutylamine hydrobromide</strong> (1.2 g,5 mmol) to yield a white solid. Yield: 332 mg (28.9%, Rf = 0.55). Rho-C4-Br (300 mg, 0.522 mmol) was reacted with NaDDTC (239.4 mg,1.04 mmol) as described in the same procedure to yield Rho-C4 as white solid. Yield: 305 mg (90.8%, Rf = 0.35). 1H NMR (300 MHz,CDCl3): delta 7.90 (1H, d, J = 5.4 Hz), 7.43 (2H, m), 7.07 (1H, d, J =5.7 Hz), 6.35-6.48 (6H, m), 3.98 (2H, q, J = 6.9 Hz), 3.68 (2H, q, J =7.2 Hz), 3.35 (8H, q, J = 6.9 Hz), 3.16 (2H, t, J = 7.2 Hz), 3.02 (2H, t,J = 7.5 Hz), 1.47 (2H, m), 1.16-1.26 (20H, m). ESI-MS: m/z 645.3 [M + H]+; 667.3 [M+Na]+. Anal. calcd. for C37H48N4O2S2: C 68.91, H7.50, N 8.69. Found: C 68.67, H 7.67, N 8.57.

Reference： [1]Journal of Inorganic Biochemistry,2015,vol. 153,p. 272 - 278

26
[ 24424-99-5 ]
[ 24566-81-2 ]
[ 164365-88-2 ]

Yield	Reaction Conditions	Operation in experiment
5.387 g	With dmap; triethylamine; In dichloromethane; at 20℃; for 1.5h;	The 5 g 4 - the bromine is positive butane -1 - ammonia hydrobromide with 4.686 g (1.5 eq) carbonic acid di-tert-butyl dicarbonate dissolved in two in the methylene chloride solution, stirring and dissolving, slowly dropping containing 193 mg (0.1 eq) 4 - dimethylamino pyridine and 8.688 g (4 eq) methylene dichloride solution of triethylamine, the reaction at room temperature for 1.5 h. Finally in the separatory funnel for respectively 0.5 N hydrochloric acid aqueous solution and saturated salt water washing the reaction solution, after drying by anhydrous sodium sulfate, filtered, reduced pressure distillation to remove the organic solvent, to obtain 5.387 g intermediate II.

Reference： [1]Patent: CN108530391,2018,A .Location in patent: Paragraph 0038-0040

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Ghs Precautionary Statements

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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.
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P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
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Response
Code	Phrase
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P304	IF INHALED:
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P321
P322
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P342	If experiencing respiratory symptoms:
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
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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.
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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
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H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
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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
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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. 24566-81-2 ] {[proInfo.proName]}

Quality Control of [ 24566-81-2 ]

Related Doc. of [ 24566-81-2 ]

Product Details of [ 24566-81-2 ]

Calculated chemistry of [ 24566-81-2 ]

Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 24566-81-2 ]

Application In Synthesis of [ 24566-81-2 ]

[ 24566-81-2 ] Synthesis Path-Upstream 1~3

[ 24566-81-2 ] Synthesis Path-Downstream 1~26

Related Functional Groups of [ 24566-81-2 ]

Aliphatic Chain Hydrocarbons

Bromides

Amines

Precautionary Statements-General

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Response

Storage

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Physical hazards

Health hazards

Environmental hazards

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[ 24566-81-2 ]