189449-41-0

Basic information

• Product Name: (4-Chloro-3-pyridinyl)methanol
• Synonyms: 4-chloro-3-PyridineMethanol;(4-Chloropyridin-3-yl)methanol, 4-Chloronicotinyl alcohol;(4-Chloro-3-pyridinyl)methanol;(4-Chloro-pyridin-3-yl)-methanol;3-Pyridinemethanol,4-chloro-(9CI);4-Chloro-3-pyridylcarbinol;4-Chloro-3-(hydroxymethyl)pyridine
• CAS NO: 189449-41-0
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 143.57
• Product Categories: PYRIDINE;Heterocyclic Compounds
• Mol File: 189449-41-0.mol

Chemical Properties

• Boiling Point: 262.8 °C at 760 mmHg
• Flash Point: 112.7 °C
• Appearance: /
• Density: 1.324 g/cm³
• Vapor Pressure: 0.00539mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.00±0.10(Predicted)
• CAS DataBase Reference: (4-Chloro-3-pyridinyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Chloro-3-pyridinyl)methanol(189449-41-0)
• EPA Substance Registry System: (4-Chloro-3-pyridinyl)methanol(189449-41-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 189449-41-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4-Chloro-3-pyridinyl)methanol is used as an intermediate for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be incorporated into the development of new drugs, contributing to the advancement of medicine.
Used in Agrochemical Industry:
In the agrochemical sector, (4-Chloro-3-pyridinyl)methanol serves as a key intermediate in the production of insecticides and fungicides. Its chemical properties enable it to be formulated into effective pest control agents, helping to protect crops and maintain agricultural productivity.
Used in Organic Synthesis:
(4-Chloro-3-pyridinyl)methanol is utilized as a reagent in organic synthesis, where it can be used to create a variety of chemical compounds. Its versatility in reactions makes it a valuable tool for chemists in the development of new organic compounds.
Used in Fine Chemicals Production:
(4-Chloro-3-pyridinyl)methanol is also employed as an intermediate in the manufacture of other fine chemicals. Its unique properties allow it to be incorporated into the production of specialty chemicals used in various industries, such as fragrances, dyes, and coatings.
Safety Precautions:
It is crucial to handle and store (4-Chloro-3-pyridinyl)methanol according to proper safety guidelines to prevent any potential hazards. Adhering to safety protocols ensures the well-being of individuals and the environment during its use and disposal.

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

Upstream product

• 114077-82-6 4-chloronicotinaldehyde 
• 37831-62-2 ethyl 4-chloronicotinate 
• 626-61-9 4-Chloropyridine 
• 7379-35-3 4-chlorpyridine hydrochloride 
• 10177-29-4 4-chloronicotinic acid 
• 63592-85-8 methyl 4-chloronicotinate 

Downstream Products

• 142890-84-4 3-(hydroxymethyl)-4(1H)-pyridone 
• 221167-15-3 7-[3-((4-ethoxycarbonylphenylamino)carbonyloxymethyl)-4-pyridon-1-yl]-3,4-dihydro-6-nitro-3-oxoquinoxaline-2-carboxylic acid 
• 221167-14-2 ethyl 3-ethoxy-7-[3-((4-ethoxycarbonylphenylamino)carbonyloxymethyl)-4-pyridon-1-yl]-6-nitroquinoxaline-2-carboxylate 
• 1426165-71-0 1,3'-(E)-ethene-1,2-diyl-1-(2-bromobenzene)-2-(4chloropyridine) 
• 114077-82-6 4-chloronicotinaldehyde 
• 1018953-37-1 1-(thieno[3,2-c]pyridin-2-yl)ethan-1-one 
• 86236-37-5 thieno[3,2-c]pyridine-2-carboxylic acid 

Relevant articles and documents

Synthesis of conformationally restricted nicotine analogues by intramolecular [3+2] cycloaddition

We describe the synthesis of a series of conformationally constrained nicotine analogues 2-5 from appropriate pyridine-containing enals, featuring an intramolecular azomethine ylide-alkene [3+2] cycloaddition. The objective of the current project is to develop new selective nAChRs-targeting ligands. Of the nicotine analogues that we have studied, the conformation-restricting ring B unit can be either a five-membered carbocycle, or a six-membered carbocycle or heterocycle. The present work constitutes a general method for rapid assembly of other related tricyclic nicotine analogues.

Unimolecular Anion-Binding Catalysts for Selective Ring-Opening Polymerization of O-carboxyanhydrides

Anion-binding can regulate anion transport in chloride channels through dynamic non-covalent interactions, which gives insights into the designing of new organocatalytic transformations but is surprisingly unexplored in polymerization catalysis. Herein, we describe an effective unimolecular anion-binding organocatalysis where 4-(dimethylamino)pyridine is anchored to a thiourea for ring-opening polymerization of O-carboxyanhydrides (OCAs) to furnish highly isotactic poly(phenyllactic acid) (Ph-PLA) with molecular weight (MW) up to 150.0 kDa, which well addresses the formidable challenge of synthesizing high MW stereoregular polyesters. Calculations and experimental studies indicate a dynamic cooperative anion-binding mechanism, where the dynamic anion-binding interaction of thiourea moiety to propagating species facilitates efficient chain propagation and the synergetic decarboxylation retains high selectivity for OCA ring-opening over side reactions (such as cyclization, epimerization, and transesterification).

DMAP-thiourea catalyst and preparation method thereof, and high-molecular-weight biodegradable polyester and preparation method thereof

The invention relates to a DMAP-thiourea catalyst and a preparation method thereof as well as high-molecular-weight biodegradable polyester and a preparation method thereof. The DMAP-thiourea catalyst disclosed by the invention has the characteristic of living polymerization when being used for catalyzing ring opening polymerization of O-carboxyl anhydride monomers (OCAs). According to the DMAP-thiourea catalyst disclosed by the invention, a thiourea group is used as Lewis acid, a monomer is activated through a hydrogen bond, DMAP is used as Lewis alkali and a nucleophilic addition monomer, and ring opening polymerization of an OCAs monomer is commonly catalyzed by utilizing an adjacent synergistic effect. Especially, the increased active species are zwitterions, and no alcohol is needed as an initiator. The polymerization speed is high, the reaction temperature is low, and the obtained polyester is high in molecular weight and narrow in distribution. By adjusting the structure of the catalyst, changing the acidity and alkalinity of the catalyst and the steric hindrance of the catalyst and optimizing parameters such as polymerization temperature, concentration and the like, controllable polymerization of the OCAs monomer is realized, and finally, biodegradable polyester with molecular weight as high as 130,000 is obtained.

NOVEL PYRAZOLE DERIVATIVE AS ALK5 INHIBITOR AND USES THEREOF

The present disclosure relates to a novel substituted pyrazole derivative having an effect of inhibiting serine/threonine kinase activity targeting receptor ALK5 of TGF-β, and a pharmaceutical composition including the compound of the present disclosure as an active ingredient may be useful in preventing and/or treating cancers, autoimmune diseases, fibrotic diseases, inflammatory diseases, neurodegenerative diseases, infectious diseases, pulmonary diseases, cardiovascular diseases or metabolic diseases, or other diseases associated with a decrease in TGF family signaling activity.

NOVEL MORPHOLINE DERIVATIVE OR SALT THEREOF

There is provided a morpholine derivative represented by General Formula [1A] or a salt thereof. (In the formula, a ring A represents a ring represented by General Formula [I]; * represents a bonding position; Z2 represents CH or the like; Z1 represents CR6 or the like; R6 represents a hydrogen atom or the like; X1 represents CHR7 or the like; R7 represents a hydrogen atom or the like; X2 represents CH2 or the like; R1 and R2 are the same as or different from each other, and each of R1 and R2 represents a hydrogen atom or the like; R3, R4, and R5 are the same as or different from each other, and each of R3, R4, and R5 represents a hydrogen atom, NRaRb, or the like; and each of Ra and Rb represents a hydrogen atom, a C1-8 alkyl group which may have a substituent, or the like.)

Electrophilicity and nucleophilicity of commonly used aldehydes

The present approach for determining the electrophilicity (E) and nucleophilicity (N) of aldehydes includes a kinetic study of KMNO4 oxidation and NaBH4 reduction of aldehydes. A transition state analysis of the KMNO4 promoted aldehyde oxidation reaction has been performed, which shows a very good correlation with experimental results. The validity of the experimental method has been tested using the experimental activation parameters of the two reactions. The utility of the present approach is further demonstrated by the theoretical versus experimental relationship, which provides easy access to E and N values for various aldehydes and offers an at-a-glance assessment of the chemical reactivity of aldehydes in various reactions. the Partner Organisations 2014.

Double palladium-catalyzed synthesis of azepines

The synthesis of new 5H-pyridobenzazepine and 5H-dipyridoazepine compounds using as key step a palladium-catalyzed amination-cyclization reaction is reported. By choosing an appropriate combination of ligands and reactants under standardized reaction conditions, N- and S-tricyclic products can be prepared in one step from the appropriate stilbenes. Georg Thieme Verlag Stuttgart · New York.

Pyrimidine derivatives useful as inhibitors of PKC-theta

Disclosed are novel compounds of formula (I): wherein X, Y, R1, R2 and R3 are as defined herein, which are useful as inhibitors of PKC-theta and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of PKC-theta, including immunological disorders and type II diabetes. This invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

Design, synthesis, and AMPA receptor antagonistic activity of a novel 6-nitro-3-oxoquinoxaline-2-carboxylic acid with a substituted phenyl group at the 7 position

We describe the design, synthesis, and biological properties of a novel series of 7-substituted 6-nitro-3-oxoquinoxaline-2-carboxylic acids. After designing, studying the structure-activity relationships, and evaluating the properties of various compounds

Structural features of azidopyridinyl neonicotinoid probes conferring high affinity and selectivity for mammalian α4β2 and Drosophila nicotinic receptors

The higher toxicity of neonicotinoid insecticides such as N-(6-chloropyridin-3-ylmethyl)-2-nitroiminoimidazolidine (imidacloprid) to insects than mammals is due in large part to target site specificity at the corresponding nicotinic acetylcholine receptors (nAChRs). We propose that neonicotinoids with a protonated N-unsubstituted imine or equivalent substituent recognize the anionic subsite of the mammalian α4β2 nAChR whereas the negatively charged (δ-) tip of the neonicotinoid, insecticides interacts with a putative cationic subsite of the insect nAChR. This hypothesis can be tested by using two photoaffinity probes that differ only in the N-unsubstituted imine vs negatively charged (δ-) tip. Synthesis methodology was developed for compounds combining three moieties: pyridin-3-ylmethyl or 6-chloropyridin-3-ylmethyl and their 4- and 5-azido analogues; imidazolidine, 4-imidazoline or 4-thiazoline; and N-unsubstituted imine, nitroimine, cyanoimine, or nitromethylene. Structure-activity studies compared displacement of [3H] nicotine binding in mammalian α4β2 nAChR and [3H]imidacloprid binding in Drosophila nAChR. Preferred compounds are N-(5-azido-6-chloropyridin-3-ylmethyl) with 2-iminothiazoline for α4β2 (Ki = 0.47 nM) and with 2-nitroiminothiazoline or 2-nitromethyleneimidazolidine for Drosophila (Ki = 0.72-3.9 nM).