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[ CAS No. 85633-41-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 85633-41-6
Chemical Structure| 85633-41-6
Chemical Structure| 85633-41-6
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Quality Control of [ 85633-41-6 ]

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Product Details of [ 85633-41-6 ]

CAS No. :85633-41-6 MDL No. :MFCD11877750
Formula : C12H9NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :KVOMYFGYEIPWGE-UHFFFAOYSA-N
M.W : 199.21 Pubchem ID :13365800
Synonyms :

Calculated chemistry of [ 85633-41-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 57.08
TPSA : 50.19 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.0 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.36
Log Po/w (XLOGP3) : 2.14
Log Po/w (WLOGP) : 2.27
Log Po/w (MLOGP) : 0.79
Log Po/w (SILICOS-IT) : 2.66
Consensus Log Po/w : 1.84

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.88
Solubility : 0.261 mg/ml ; 0.00131 mol/l
Class : Soluble
Log S (Ali) : -2.83
Solubility : 0.297 mg/ml ; 0.00149 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.92
Solubility : 0.0239 mg/ml ; 0.00012 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.89

Safety of [ 85633-41-6 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:
Hazard Statements:H302-H312-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 85633-41-6 ]

* 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.

  • Downstream synthetic route of [ 85633-41-6 ]

[ 85633-41-6 ] Synthesis Path-Downstream   1~21

  • 1
  • [ 68223-13-2 ]
  • [ 100-97-0 ]
  • [ 85633-41-6 ]
YieldReaction ConditionsOperation in experiment
With water; trifluoroacetic acid 1.) 80 deg C, 4 h, 2.) RT, 20 min; Yield given. Multistep reaction;
  • 2
  • [ 685-87-0 ]
  • [ 85633-41-6 ]
  • [ 85633-42-7 ]
YieldReaction ConditionsOperation in experiment
61% With perhydrodibenzo-18-crown-6; sodium hydride In toluene for 48h; Ambient temperature;
  • 3
  • [ 82261-42-5 ]
  • [ 85633-41-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1.) NaNO2, conc H2SO4, 2.) H2O / 1.) water, 1 h, 2.) 160 deg C, 10 min 2: 1.) trifluoroacetic acid, 2.) water / 1.) 80 deg C, 4 h, 2.) RT, 20 min
  • 4
  • [ 85633-41-6 ]
  • [ 85633-43-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 61 percent / NaH, dicyclohexyl-18-crown-6 / toluene / 48 h / Ambient temperature 2: 0.1N aq. NaOH / methanol / 1.5 h
  • 5
  • [ 85633-41-6 ]
  • 3-bromo-2-hydroxy-5-pyridine-3-yl-benzaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
With mono(N,N,N-trimethylbenzenaminium) tribromide In methanol; dichloromethane at 20℃; for 2h; 3; 20.20-a Scheme 3; Preparation of 5-(pyridin-3-yl)benzofuran derivatives; Preparation of 4-[amino-(5-pyridin-3-yl-benzofuran-2-yl)-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile compounds; Example 20; Preparation of 4-[amino-[7-(3-fluoro-phenyl)-5-pyridin-3-yl-benzofuran-2-yl]-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile; 20-a) Preparation of 3-bromo-2-hydroxy-5-pyridine-3-yl- benzaldehyde To a solution of 2-hydroxy-5-pyridine-3-yl-benzaldehyde (20.0 g, 100 mmol) in DCM/MeOH (500/200 ml) was added benzyltrimethylammonium tribrommide (39.1 g, 100 mmol) at room temperature. After stirring at room temperature for 2h, the mixture was quenched with water. The mixture was extracted with DCM (* 2). The organic layers were combined, dried over MgS04, filtered and evaporated in vacuo to give 25.0 g of 3-bromo-2-hydroxy-5-pyridine-3-yl-benzaldehyde as a light yellow solid (crude). LCMS (condition B) m/z 278 [M+H] +, retention time 2.54 minutes ; 1H-NMR (CDCl3) δ 11.65 (s, 1H), 9.96 (s, 1H), 8.83 (d, J= 1.7 Hz, 1H), 8.64 (dd, J= 1.7, 4.8 Hz, 1H), 8.03 (d, J= 2.3 Hz, 1H), 7.86 (ddd, J= 1.7, 2.3, 7.9 Hz, 1H), 7.76 (d, J= 2.3 Hz, 1H), 7.41 (dd, J= 4.8, 7.9 Hz, 1H).
  • 6
  • thiosemi-carbazide [ No CAS ]
  • [ 1692-25-7 ]
  • [ 85633-41-6 ]
  • [ 1761-61-1 ]
  • 5-(3-Pyridyl)salicylaldehyde thiosemicarbazone [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% 31 5-(3-Pyridyl)salicylaldehyde thiosemicarbazone Example 31 5-(3-Pyridyl)salicylaldehyde thiosemicarbazone The 5-(3-pyridyl)salicylaldehyde_was obtained in a yield of 40% according to General Procedure B using 3-pyridyl boronic acid and 5-bromo salicylaldehyde as starting matrial. The title compound is made from 5-(3-pyridyl)salicylaldehyde and thiosemi-carbazide, using General Procedure A. 1H NMR (d6-DMSO) δ7.01 (d, 1H), 7.45 (t, 1H), 7.53 (d, 1H), 8.08 (d, 1H), 8.18 (d, 1H), 8.22 (s, 1H), 8.32 (s, 1H), 8.42 (s, 1H), 8.53 (s, 1H), 8.95 (s, 1H), 10.25 (s, 1H), 11.42 (s, 1H). MS 273 (M+H), C13H12N4OS.
YieldReaction ConditionsOperation in experiment
33%
23 2-Formyl-4-(3-pyridyl)phenol An additional recrystallization from acetone-hexane gives an analytical sample of the titled product as very pale yellow crystals with a melting point of 123°-124° C. The IR (Nujol) spectrum reveals peaks at 2567, 1674, 1608, 1308, 1290, 1259, 1241, 1196, 1166, 1117, 1034, and 810 cm-1. The NMR (CDCl3, δ) spectrum reveals peaks at 10.03, 8.86, 8.64, and 7.95-7.05.
  • 8
  • [ 141-97-9 ]
  • [ 85633-41-6 ]
  • [ 1208985-30-1 ]
YieldReaction ConditionsOperation in experiment
80% With piperidine In acetonitrile at 20℃; for 4h;
  • 9
  • [ 1692-25-7 ]
  • [ 1761-61-1 ]
  • [ 85633-41-6 ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 20 - 80℃; for 2.3h; Inert atmosphere;
  • 10
  • [ 10025-99-7 ]
  • [ 85633-41-6 ]
  • [ 95-55-6 ]
  • [ 1228301-89-0 ]
YieldReaction ConditionsOperation in experiment
With K2CO3 In dimethyl sulfoxide react. Pt complex, aldehyde, amine and K2CO3 in DMSO at 150°C for2 h, cooling; centrifugation, washing ppt. with water, methanol;
  • 11
  • [ 10025-99-7 ]
  • [ 60484-99-3 ]
  • [ 85633-41-6 ]
  • (PtOC6H3C(C6H5)3NCHC6H3OC5H4N)4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With K2CO3 In dimethyl sulfoxide react. Pt complex, aldehyde, amine and K2CO3 in DMSO at 150°C for2-4 h;
  • 12
  • [ 10025-99-7 ]
  • [ 1228301-83-4 ]
  • [ 85633-41-6 ]
  • [ 1228301-90-3 ]
YieldReaction ConditionsOperation in experiment
With K2CO3 In dimethyl sulfoxide react. Pt complex, aldehyde, amine and K2CO3 in DMSO at 150°C for2-4 h;
  • 13
  • [ 10025-99-7 ]
  • tris(4-t-butylphenyl)(3-amino-4-hydroxyphenyl)methane [ No CAS ]
  • [ 85633-41-6 ]
  • 4Pt(2+)*4OC6H3C(C6H4C(CH3)3)3NCHC6H3OC5H4N(2-)=(PtOC6H3C(C6H4C(CH3)3)3NCHC6H3OC5H4N)4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With K2CO3 In dimethyl sulfoxide react. Pt complex, aldehyde, amine and K2CO3 in DMSO at 150°C for2-4 h;
  • 14
  • [ 1228301-83-4 ]
  • [ 85633-41-6 ]
  • [ 1228301-86-7 ]
YieldReaction ConditionsOperation in experiment
99% In ethanol for 18h; Reflux;
  • 15
  • tris(4-t-butylphenyl)(3-amino-4-hydroxyphenyl)methane [ No CAS ]
  • [ 85633-41-6 ]
  • HOC6H3C(C6H4C(CH3)3)3NCHC6H3OHC5H4N [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% In ethanol for 15h; Reflux;
  • 17
  • [ 85633-41-6 ]
  • [ 95-55-6 ]
  • [ 1228301-85-6 ]
YieldReaction ConditionsOperation in experiment
82% In ethanol for 4h; Reflux;
  • 18
  • tris(4-t-butylphenyl)(3-amino-4-hydroxyphenyl)methane [ No CAS ]
  • [ 85633-41-6 ]
  • 8Pt(2+)*8OC6H3C(C6H4C(CH3)3)3NCHC6H3OC5H4N(2-)=((PtOC6H3C(C6H4C(CH3)3)3NCHC6H3OC5H4N)4)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: K2CO3 / dimethyl sulfoxide 2: chloroform
  • 19
  • 2-amino-5-tritylphenol [ No CAS ]
  • [ 85633-41-6 ]
  • [ 1417806-34-8 ]
YieldReaction ConditionsOperation in experiment
71% In tetrahydrofuran; ethanol for 10h; Reflux;
  • 20
  • [ 1228301-84-5 ]
  • [ 85633-41-6 ]
  • [ 1417806-36-0 ]
YieldReaction ConditionsOperation in experiment
67% In ethanol for 15h; Reflux;
  • 21
  • [ 1417806-30-4 ]
  • [ 85633-41-6 ]
  • [ 1417806-38-2 ]
YieldReaction ConditionsOperation in experiment
88% In ethanol for 2h; Reflux;
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acidity of Phenols • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols are Weakly Basic • Alcohols as Acids • Alcohols Convert Acyl Chlorides into Esters • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkene Hydration • Alkene Hydration • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Amides Can Be Converted into Aldehydes • Appel Reaction • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Carboxylic Acids React with Alcohols to Form Esters • Chan-Lam Coupling Reaction • Chichibabin Reaction • Chloroalkane Synthesis with SOCI2 • Chromium Reagents for Alcohol Oxidation • Chugaev Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conjugate Additions of p-Benzoquinones • Conjugated Enone Takes Part in 1,4-Additions • Conversion of Amino with Nitro • Convert Aldonic Acid into the Lower Aldose by Oxidative Decarboxylation • Convert Esters into Aldehydes Using a Milder Reducing Agent • Convert Haloalkanes into Alcohols by SN2 • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Corey-Kim Oxidation • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decomposition of Arenediazonium Salts to Give Phenols • Decomposition of Lithium Aluminum Hydride by Protic Solvents • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • Deprotonation of Methylbenzene • Dess-Martin Oxidation • Diazo Coupling • DIBAL Attack Nitriles to Give Ketones • Directing Electron-Donating Effects of Alkyl • Dithioacetal Formation • Electrophilic Chloromethylation of Polystyrene • Electrophilic Substitution of the Phenol Aromatic Ring • Enamine Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Etherification Reaction of Phenolic Hydroxyl Group • Ethers Synthesis from Alcohols with Strong Acids • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Haloalcohol Formation from an Alkene Through Electrophilic Addition • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogenation of Benzene • Halogenation of Phenols • Hantzsch Dihydropyridine Synthesis • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration of a Terminal Alkyne • Hydroboration-Oxidation • Hydroboration-Oxidation • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Haloalkanes • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Jones Oxidation • Julia-Kocienski Olefination • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Knoevenagel Condensation • Kolbe-Schmitt Reaction • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Martin's Sulfurane Dehydrating Reagent • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mitsunobu Reaction • Moffatt Oxidation • Mukaiyama Aldol Reaction • Nitration of Benzene • Nozaki-Hiyama-Kishi Reaction • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Osmium Tetroxide Reacts with Alkenes to Give Vicinal Diols • Osmium TetroxideReacts with Alkenes to Give Vicinal Diols • Oxidation of Alcohols by DMSO • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Phenols • Oxymercuration-Demercuration • Passerini Reaction • Paternò-Büchi Reaction • Pechmann Coumarin Synthesis • Periodic Acid Degradation of Sugars • Petasis Reaction • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Alcohols • Preparation of Aldehydes and Ketones • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkoxides with Alkyllithium • Preparation of Alkylbenzene • Preparation of Amines • Primary Ether Cleavage with Strong Nucleophilic Acids • Prins Reaction • Pyridines React with Grignard or Organolithium Reagents • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Alcohols • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reductive Amination • Reductive Removal of a Diazonium Group • Reformatsky Reaction • Reimer-Tiemann Reaction • Reverse Sulfonation——Hydrolysis • Ring Opening of an Oxacyclopropane by Lithium Aluminum Hydride • Ritter Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Selective Eduction of Acyl Chlorides to Produce Aldehydes • Sharpless Olefin Synthesis • Stetter Reaction • Stobbe Condensation • Strecker Synthesis • Sulfonation of Benzene • Swern Oxidation • Synthesis of 2-Amino Nitriles • Synthesis of Alcohols from Tertiary Ethers • Synthesis of an Alkyl Sulfonate • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nitro Group Conver to the Amino Function • The Nucleophilic Opening of Oxacyclopropanes • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vicinal Anti Dihydroxylation of Alkenes • Vilsmeier-Haack Reaction • Williamson Ether Syntheses • Wittig Reaction • Wolff-Kishner Reduction
Historical Records

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; ;