ChemicalBook > CAS DataBase List > alpha-(4-chlorophenyl)pyridine-2-methanol

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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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