alpha-(4-chlorophenyl)pyridine-2-methanol

Product Name: alpha-(4-chlorophenyl)pyridine-2-methanol
CAS No.: 27652-89-7
Chemical Name: alpha-(4-chlorophenyl)pyridine-2-methanol
Synonyms: (4-Chlorophenyl)(pyridin-2-yl)Methanol;alpha-(4-chlorophenyl)-2-pyridinemethanol;NSC 31264;NSC 47970;pha-(4-ChL;Einecs 248-592-1;Carbexamine Impurity A;Carbinoxamine USP RC B;Bepotastine Impurity 7;Carbinoxamine Impurity A
CBNumber: CB7885550
Molecular Formula: C12H10ClNO
Formula Weight: 219.67
MOL File: 27652-89-7.mol

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alpha-(4-chlorophenyl)pyridine-2-methanol Property

Melting point:: 78-80?C
Boiling point:: 364.3±32.0 °C(Predicted)
Density: 1.275±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 12.46±0.20(Predicted)
color: Off-White to Grey
InChI: InChI=1S/C12H10ClNO/c13-10-6-4-9(5-7-10)12(15)11-3-1-2-8-14-11/h1-8,12,15H
InChIKey: ZFUPOFQRQNJDNS-UHFFFAOYSA-N
SMILES: C(C1N=CC=CC=1)(C1C=CC(Cl)=CC=1)O

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Safety

HS Code: 2933399090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S377473
Product name: ALPHA-(4-CHLOROPHENYL)-2-PYRIDINEMETHANOL
Purity: Aldrich<sup>CPR</sup>
Packaging: 1 unit
Price: $113
Updated: 2025/07/31

Sigma-Aldrich

Product number: S377473
Product name: ALPHA-(4-CHLOROPHENYL)-2-PYRIDINEMETHANOL
Purity: AldrichCPR
Packaging: 250MG
Price: $110
Updated: 2024/03/01

TCI Chemical

Product number: C2646
Product name: alpha-(4-Chlorophenyl)-2-pyridinemethanol
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $193
Updated: 2025/07/31

TCI Chemical

Product number: C2646
Product name: alpha-(4-Chlorophenyl)-2-pyridinemethanol
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $675
Updated: 2025/07/31

Cayman Chemical

Product number: 21861
Product name: 4-Chlorophenyl-2-pyridinylmethanol
Purity: ≥98%
Packaging: 10 g
Price: $354
Updated: 2024/03/01

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alpha-(4-chlorophenyl)pyridine-2-methanol Chemical Properties,Usage,Production

Chemical Properties

Light-Brown Solid

Uses

α-(4-Chlorophenyl)-2-pyridinemethanol is used as a reagent in the synthesis of Carbinoxamine (Maleate salt: C175920), a histamine H1 antagonist. α-(4-Chlorophenyl)-2-pyridinemethanol is also an intermediate in the synthesis of Bepotastine besylate (B317000), a non-sedating H1-antagonist that has anti-inflammatory activity.

Synthesis

1121-60-4

106-39-8

27652-89-7

Magnesium chips (5.37 g, 223.75 mmol, 3.0 eq.) were suspended in anhydrous tetrahydrofuran (60 mL) under argon protection and the reaction was initiated by the addition of iodine crystals (2) and 1,2-dibromoethane (2 drops). Subsequently, anhydrous tetrahydrofuran solution of 4-bromochlorobenzene (25.76 g, 134.39 mmol, 1.8 eq.) was slowly added dropwise for 1 h at room temperature. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 1 hour. Next, anhydrous tetrahydrofuran (19 mL) solution of pyridine-2-carboxaldehyde (8 g, 74.68 mmol) was added dropwise at the same temperature, and stirring was continued for 2 hours after completion of the dropwise addition. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Purification by silica gel column chromatography with 40% ethyl acetate/hexane as eluent afforded 12.26 g of (4-chlorophenyl)(pyridin-2-yl)methanol in 75% yield.ESI-MS: m/z 220 ([M+H]+).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 12, p. 3044 - 3047
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 2, p. 219 - 232
[3] Patent: WO2016/100823, 2016, A1. Location in patent: Page/Page column 115; 116
[4] Patent: US2006/100243, 2006, A1. Location in patent: Page/Page column 7; sheet 1

alpha-(4-chlorophenyl)pyridine-2-methanol Preparation Products And Raw materials

Raw materials

Preparation Products

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alpha-(4-chlorophenyl)pyridine-2-methanol Suppliers

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View Lastest Price from alpha-(4-chlorophenyl)pyridine-2-methanol manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: alpha-(4-chlorophenyl)pyridine-2-methanol 27652-89-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-19

Wuhan wingroup Pharmaceutical Co., Ltd

Product: 4-Chlorophenyl-2-pyridinylmethanol 27652-89-7
Price: US $60.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 30 Tons
Release date: 2021-09-07

Career Henan Chemical Co

Product: alpha-(4-chlorophenyl)pyridine-2-methanol 27652-89-7
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: Customized
Release date: 2018-12-22

27652-89-7, alpha-(4-chlorophenyl)pyridine-2-methanolRelated Search:

p-Menthene-8-thiol 2-(4-BIPHENYLYL)-2-PROPANOL carbinoxamine BEPOTASTINE BESILATE BEPOTASTINE CARBINOXAMINE MALEATE SALT 8-Chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol alpha-(4-chlorophenyl)pyridine-2-methanol Rotoxamine 4-CHLORO-2-METHYLPHENYL-(2-PYRIDYL)METHANOL Pyridinemethanol, alpha-(p-chlorophenyl)-alpha-(dimethylaminoethyl)-, hydrochloride 8-Chloro-3-methoxy-11-(1-methyl-4-piperidinyl)-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-ol dazadrol [3-(2,4-DICHLOROPHENOXY)-5-(TRIFLUOROMETHYL)-2-PYRIDINYL](2,4-DICHLOROPHENYL)METHANOL 4-CHLORO-3-FLUOROPHENYL-(2-PYRIDYL)METHANOL 4-CHLORO-3-METHYLPHENYL-(2-PYRIDYL)METHANOL (4-CHLOROPHENYL)(1-ISOQUINOLINYL)METHANOL [3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL](2,4-DICHLOROPHENYL)METHYL N-[3-(TRIFLUOROMETHYL)PHENYL]CARBAMATE

α-(p-Chlorophenyl)-2-pyridinemethanol

alpha-(4-chlorophenyl)-2-pyridinemethanol

α-(4-chlorophenyl)pyridine-2-methanol

Einecs 248-592-1

Chemical Intermediate for Carbinoxamine Meleate

(4-Chlorophenyl)(pyridin-2-yl)methanol, 4-Chloro-alpha-(pyridin-2-yl)benzyl alcohol

2-[(4-Chlorophenyl)(hydroxy)methyl]pyridine

2-PyridineMethanol, alpha-(4-chlorophenyl)-

2-PyridineMethanol, a-(4-chlorophenyl)-

alpha-(4-chlorophenyl)pyridine-2-methanol

4-Chlorophenyl-2-pyridinylmethanol

a-(4-Chlorophenyl)-2-pyridinemethanol

NSC 31264

NSC 47970

((4-Chlorophenyl)-2-pyridinemethanol)

(4-Chlorophenyl)(pyridin-2-yl)Methanol

Carbinoxamine Impurity A

4-Chlorophenyl-2-pyridinylmethanol, >=98%

alpha-(4-chlorophenyl)pyridine-2-methanolol

Carbexamine Impurity A

Carbinoxamine Hydroxy Impurity

2-[(4-Chlorophenyl)(hydroxy)methyl]pyridine 95+%

Carbinoxamine Impurity 1

α-(4-Chlorophenyl)-2-pyridinemethanol &gt

pha-(4-ChL

Carbinoxamine USP RC B

α-(4-chlorophenyl)-2-pyridinemethanol

α-(-4-Chlorophenyl) pyridine -2-methanol

2-Pyridinemethanol, α-(4-chlorophenyl)-

bepotastine besylate intermediate

Bepotastine Impurity 7

alpha-(4-chlorophenyl)pyridine-2-methano

Carbinoxamine USP Related Compound B

(4-chlorophenyl)(pyridine-2-yl)methanol

27652-89-7

C12H10ClO

Aromatics

Heterocycles