60588-81-0

Basic information

• Product Name: (3-CHLOROPYRIDIN-2-YL)METHANOL
• Synonyms: (3-CHLOROPYRIDIN-2-YL)METHANOL;3-Chloro-2-pyridineMethanol;3-Chloro-2-hydroxymethylpyridine;3-Chloropyridine-2-methanol;(3-Chloro-2-pyridyl)methanol
• CAS NO: 60588-81-0
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 143.57
• Mol File: 60588-81-0.mol

Chemical Properties

• Boiling Point: 234.897°C at 760 mmHg
• Flash Point: 95.862°C
• Appearance: /
• Density: 1.324g/cm³
• Vapor Pressure: 0.028mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 12.80±0.10(Predicted)
• CAS DataBase Reference: (3-CHLOROPYRIDIN-2-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLOROPYRIDIN-2-YL)METHANOL(60588-81-0)
• EPA Substance Registry System: (3-CHLOROPYRIDIN-2-YL)METHANOL(60588-81-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 60588-81-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
(3-Chloropyridin-2-yl)methanol is used as a reagent in pharmaceutical research for its ability to serve as a building block in the synthesis of complex molecules. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, (3-Chloropyridin-2-yl)methanol is used as an intermediate for the creation of crop protection products. Its role in the synthesis of various compounds contributes to the advancement of effective and innovative solutions for agricultural challenges.
Used in Organic Synthesis:
(3-Chloropyridin-2-yl)methanol is utilized as a reagent in organic synthesis, where it contributes to the formation of a wide range of chemical compounds. Its versatility in reactions makes it an essential component in the production of specialty chemicals and materials.

InChI:InChI=1/C6H6ClNO/c7-5-2-1-3-8-6(5)4-9/h1-3,9H,4H2

Upstream product

• 124425-86-1 Acetic acid 3-chloro-pyridin-2-ylmethyl ester 
• 72093-03-9 3-chloro-2-methylpyridine 
• 626-60-8 3-Chloropyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 96424-68-9 2-bromo-3-chloropyridine 
• 52378-63-9 3-amino-2-hydroxy-methylpyridine 
• 38180-46-0 3-chloro-2-cyanopyridine 
• 52313-57-2 3-Chlor-2-picolin-1-oxid 
• 57266-69-0 3-chloropyridine-2-carboxylic acid 

Downstream Products

• 206181-90-0 3-chloropyridine-2-carboxaldehyde 
• 185315-53-1 3-chloro-2-(chloromethyl)pyridine 

Relevant articles and documents

Asymmetric Synthesis of Adjacent Tri- and Tetrasubstituted Carbon Stereocenters: Organocatalytic Aldol Reaction of an Hydantoin Surrogate with Azaarene 2-Carbaldehydes

A bifunctional amine/squaramide catalyst promoted direct aldol addition of an hydantoin surrogate to pyridine 2-carbaldehyde N-oxides to afford adducts bearing two vicinal tertiary/quaternary carbons in high diastereo- and enantioselectivity (d.r. up to >20:1; ee up to 98 %) is reported. Acid hydrolysis of adducts followed by reduction of the N-oxide group yields enantiopure carbinol-tethered quaternary hydantoin-azaarene conjugates with densely functionalized skeletons. DFT studies of the potential energy surface (B3LYP/6–31+G(d)+CPCM (dichloromethane)) of the reaction correlate the activity of different catalysts and support an intramolecular hydrogen-bond-assisted activation of the squaramide moiety in the transition state of the catalytic reaction.

HETEROCYCLIC INHIBITORS OF MCT4

Disclosed herein are compounds and compositions useful in the treatment of MCT4 mediated diseases, such as proliferative and inflammatory diseases, having the structure of Formula I: Methods of inhibition MCT4 activity in a human or animal subject are also provided.

SUBSTITUTED PYRIDIN-2-YLAMINE ANALOGUES

Substituted pyridin-2-ylamine analogues are provided, of the formula: wherein variables are as described herein. Such compounds are ligands that may be used to modulate specific receptor activity in vivo or in vitro, and are particularly useful in the tre

Pyrazinone thrombin inhibitors

Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: or a pharmaceutically acceptable salt thereof, wherein A is

Synthesis, rotamer orientation, and calcium channel modulation activities of alkyl and 2-phenethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(3- or 6-substituted-2-pyridyl)-5-pyridinecarboxylates

A group of racemic alkyl and 2-phenethyl 1,4-dihydro-2,6-dimethyl-3- nitro-4-(3- or 6-substituted-2-pyridyl)-5-pyridinecarboxylates (13a-q) was prepared using a modified Hantzsch reaction that involved the condensation of a 3- or 6-substituted-2-pyridinecarboxaldehyde (7a-j) with an alkyl or 2- phenethyl 3-aminocrotonate (11a-d) and nitroacetone (12). Nuclear Overhauser (NOE) studies indicated there is a significant rotamer fraction in solution where the pyridyl nitrogen is oriented above the 1,4-dihydropyridine ring, irrespective of whether a substituent is located at the 3- or 6-position. A potential H-bonding interaction between the pyridyl nitrogen free electron pair and the suitably positioned 1,4-dihydropyridine NH moiety may stablize this rotamer orientation. In vitro calcium channel antagonist and agonist activities were determined using guinea pig ileum longitudinal smooth muscle (GPILSM) and guinea pig left atrium (GPLA) assays, respectively. Compounds having an i-Pr ester substituent acted as dual cardioselective calcium channel agonists (GPLA)/smooth muscle-selective calcium channel antagonists (GPILSM), except for the C-4 3-nitro-2-pyridyl compound which exhibited an antagonist effect on both GPLA and GPILSM. In contrast, the compounds with a phenethyl ester group, which exhibited antagonist activity (IC50 = 10-5- 10-7 M range) on GPILSM, were devoid of cardiac agonist activity on GPLA. Structure-activity relationships showing the effect of a substituent (Me, CF3, C1, NO2, Ph) at the 3- or 6-position of a C-4 2-pyridyl moiety and a variety of ester substituents (Me, Et, i-Pr, PhCH2CH2-) upon calcium channel modulation are described. Compounds possessing a 3- or 6-substituted- 2-pyridyl moiety, in conjuction with an i-Pr ester substituent, are novel 1,4-dihydropyridine calcium channel modulators that offer a new drug design approach directed to the treatment of congestive heart failure and may also be useful as probes to study the structure-function relationships of calcium channels.

2--1H-thienoimidazoles. A Novel Class of Gastric H+/K+-ATPase Inhibitors

2-thienoimidazoles were synthesized and investigated as potential inhibitors of gastric H+/K+-ATPase.The isomers of the two possible thienoimidazole series were found to be potent inhibitors of gastric acid secretion in vitro and in vivo.Structure-activity relationships indicate that especially lipophilic alkoxy, benzyloxy, and phenoxy substituents with additional electron-demanding properties in the 4-position of the pyridine moiety combined with an unsubstituted thienoimidazole lead to highly active compounds with a favorable chemical stability.Various substitution patterns in the thienoimidazole moiety result in lower biological activity.The heptafluorobutyloxy derivative saviprazole (HOE 731, 5d) was selected for further development and is currently undergoing clinical evaluation.Comprehensive pharmacological studies indicate a pharmacodynamic profile different to omeprazole, the first H+/K+-ATPase blocker introduced on the market.

PYRIDYL-ALKYLAMINOETHYLENE COMPOUNDS

The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-2-((4-methyl-5-imidazolyl) methylthio)ethylamino!-2-2-((3-chloro-2-pyridyl)methylthio) ethylamino!ethylene.

CERTAIN THIAZOLES AND OXAZOLES

The compounds are N,N'-substituted thioureas, ureas and guanidines which are H-2 histamine receptor inhibitors. Two compounds of this invention are N,N'-bis 2-((4-methyl-5-imidazolyl)methylthio) ethyl!thiourea and N,N'-bis 2-((4-methyl-5-imidazolyl)methylthio)ethyl!-N"-cyanoguanidine. "

ETHYLENE DERIVATIVES

The compounds are ethylene derivatives which are inhibitors of histamine activity, in particular, inhibitors of H-2 histamine receptors. A compound of this invention is 1-nitro-2-methylamino-2-[2-((4-methyl-5-imidazolyl)methylthio)-ethylamino[e thylene.

IMIDAZOLYLMETHYLTHIOETHYL DITHIOCARBAMATE COMPOUNDS

The compounds are dithiocarbamates and isothioureas which are histamine H 2-antagonists. Two compounds of the invention are 2-(5-methyl-4-imidazolylmethylthio)ethyl N-methyldithiocarbamate and S-[2-(5-methyl-4-imidazolyl-methylthio)ethyl]-N-cyano-N'-methylisothiourea.