181071-92-1

Basic information

• Product Name: 2-METHYL-2H-INDAZOLE-3-CARBONYL CHLORIDE
• Synonyms: 2-METHYL-2H-INDAZOLE-3-CARBONYL CHLORIDE
• CAS NO: 181071-92-1
• Molecular Formula: C₉H₇ClN₂O
• Molecular Weight: 194.62
• Mol File: 181071-92-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 88,5-90°C
• Boiling Point: 345.9°Cat760mmHg
• Flash Point: 163°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 5.96E-05mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 2-METHYL-2H-INDAZOLE-3-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-2H-INDAZOLE-3-CARBONYL CHLORIDE(181071-92-1)
• EPA Substance Registry System: 2-METHYL-2H-INDAZOLE-3-CARBONYL CHLORIDE(181071-92-1)

Safety Data

• Statements: 14-29-34
• Safety Statements: 8-22-26-30-36/37/39-45
• RIDADR: 3261
• Hazardous Substances Data: 181071-92-1(Hazardous Substances Data)

Usage

General Description

2-Methyl-2H-indazole-3-carbonyl chloride is a chemical compound with the molecular formula C9H8ClN2O. It is a derivative of indazole, a bicyclic aromatic heterocycle and chloroformate ester, and it is primarily used in the pharmaceutical industry as a reagent for the synthesis of various organic compounds. This chemical is known for its reactive nature, making it useful in the production of a wide range of pharmaceutical drugs and related compounds. Additionally, it is also used in research and development laboratories for the creation of novel molecules and pharmaceutical intermediates.

InChI:InChI=1/C9H7ClN2O/c1-12-8(9(10)13)6-4-2-3-5-7(6)11-12/h2-5H,1H3

Upstream product

• 34252-44-3 2-Methylindazole-3-carboxylic acid 
• 4498-67-3 1H-Indazole-3-carboxylic acid 
• 109216-61-7 3-methoxycarbonyl-2-methylisoindazole 

Downstream Products

• 1029643-75-1 N-{3-[4-(4-fluorophenyl)piperidin-1-yl]propyl}-2-methyl-2H-indazole-3-carboxamide 
• 1029643-74-0 N-{2-[4-(4-fluorophenyl)piperidin-1-yl]ethyl}-2-methyl-2H-indazole-3-carboxamide 
• 1029643-77-3 N-{1-[3-(4-fluorophenyl)propyl]piperidin-4-yl}-2-methyl-2H-indazole-3- carboxamide 
• 1029643-76-2 N-(1-benzylpiperidin-4-yl)-2-methyl-2H-indazole-3-carboxamide 
• 1029643-73-9 N-{1-(2-(2-fluorophenyl)ethyl)piperidin-4-yl}-2-methyl-2H-indazole-3-carboxamide 
• 1029647-70-8 N-{1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl}-2-methyl-2H-indazole-3-carboxamide hydrochloride 
• 1029643-78-4 N-({1-[2-(2,4-difluorophenyl)ethyl]piperidin-4-yl}methyl)-2-methyl-2H-indazole-3-carboxamide 
• 1029643-61-5 N-({1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl}methyl)-2-methyl-2H-indazole-3-carboxamide hydrochloride 
• 1029643-72-8 2-methyl-N-[(1-{2-[4-(trifluoromethyl)phenyl]ethyl}piperidin-4-yl)methyl]-2H-indazole-3-carboxamide 
• 1029643-64-8 N-({1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl}methyl)-2-methyl-2H-indazole-3-carboxamide hydrochloride 
• 1029643-59-1 3N-({1-[2-(4-hydroxyphenyl)ethyl]hexahydro-4-pyridinyl}methyl)-2-methyl-2H-3-indazolecarboxamide hydrochloride 
• 1029643-56-8 2-methyl-N-{[1-(2-phenylethyl)piperidin-4-yl]methyl}-2H-indazol-3-carboxamide hydrochloride 
• 1029643-68-2 N-({1-[2-(2-fluorophenyl)ethyl]piperidin-4-yl}methyl)-2-methyl-2H-indazole-3-carboxamide 
• 1029644-04-9 N₃,2-dimethyl-N₃-((1-(2-(4-methoxyphenyl)ethyl)piperidin-4-yl)methyl)-2H-indazole-3-carboxamide 

Relevant articles and documents

Targeting Serotonin 2A and Adrenergic α1 Receptors for Ocular Antihypertensive Agents: Discovery of 3,4-Dihydropyrazino[1,2-b]indazol-1(2H)-one Derivatives

Glaucoma affects millions of people worldwide and causes optic nerve damage and blindness. The elevation of the intraocular pressure (IOP) is the main risk factor associated with this pathology, and decreasing IOP is the key therapeutic target of current pharmacological treatments. As potential ocular hypotensive agents, we studied compounds that act on two receptors (serotonin 2A and adrenergic α1) linked to the regulation of aqueous humour dynamics. Herein we describe the design, synthesis, and pharmacological profiling of a series of novel bicyclic and tricyclic N2-alkyl-indazole-amide derivatives. This study identified a 3,4-dihydropyrazino[1,2-b]indazol-1(2H)-one derivative with potent serotonin 2A receptor antagonism, >100-fold selectivity over other serotonin subtype receptors, and high affinity for the α1 receptor. Moreover, upon local administration, this compound showed superior ocular hypotensive action in vivo relative to the clinically used reference compound timolol.

2 -ALKYL- INDAZOLE COMPOUNDS FOR THE TREATMENT OF CERTAIN CNS-RELATED DISORDERS

2-Alkyl-indazole compound and its pharmaceutically acceptable salts of acid addition, method and intermediates for preparing them, a pharmaceutical composition containing them and use of the latter. The 2-alkyl-indazole compound has the following general formula (I) in which R1, R2, R3, R4, R6, R7, X, Y, W, n, p, and m have the meanings stated in the description.

Indazoles as indole bioisosteres: Synthesis and evaluation of the tropanyl ester and amide of indazole-3-carboxylate as antagonists at the serotonin 5HT3 receptor

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