43120-28-1

Basic information

• Product Name: 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER;3-Indazolecarboxylic acid methyl ester;methyl 1H-indazole-3-carboxylate(SALTDATA: FREE);Methyl 1H-indazole-3-carb...;Indazole-3-carboxylic Acid Methyl Ester;methyl indazole-3-carboxylate;TIMTEC-BB SBB009999;METHYL INDAZOLYL-3-CARBOXYLATE
• CAS NO: 43120-28-1
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17
• Mol File: 43120-28-1.mol
• Article Data: 42

Chemical Properties

• Melting Point: 162-163℃
• Boiling Point: 345.2 °C at 760 mmHg
• Flash Point: 162.6 °C
• Appearance: /
• Density: 1.324
• Vapor Pressure: 6.24E-05mmHg at 25°C
• Refractive Index: 1.648
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 11.93±0.40(Predicted)
• CAS DataBase Reference: 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER(43120-28-1)
• EPA Substance Registry System: 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER(43120-28-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 43120-28-1(Hazardous Substances Data)

Usage

Description

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER is an organic compound that serves as a key intermediate in the synthesis of various pharmaceutical agents. It possesses a unique chemical structure that allows it to be a versatile building block for the development of new drugs and therapeutic agents.

Uses

Used in Pharmaceutical Industry:
1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER is used as a precursor in the synthesis of N-benzoylindazole derivatives and analogues for their potential application as inhibitors of human neutrophil elastase. This makes it a valuable compound in the development of treatments for various inflammatory and respiratory conditions.
Additionally, 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER is used in the preparation of indazole-pyridine based protein kinase/Akt inhibitors. These inhibitors have potential applications in the treatment of various cancers and other diseases where protein kinase/Akt signaling pathways play a crucial role in their progression.

InChI:InChI=1/C9H8N2O2/c1-13-9(12)8-6-4-2-3-5-7(6)10-11-8/h2-5H,1H3,(H,10,11)

Upstream product

• 67-56-1 methanol 
• 4498-67-3 1H-Indazole-3-carboxylic acid 
• 35613-44-6 2-aminophenylacetic acid methyl ester 
• 91-56-5 indole-2,3-dione 
• 20432-97-7 N-benzylglycinamide hydrochloride 
• 175030-14-5 2-(2-azidophenyl)acetic acid 
• 77-78-1 dimethyl sulfate 
• 1630015-70-1 4-bromobenzylideneaminoisatine 
• 16917-42-3 4-bromobenzaldehyde phenylhydrazone 
• 100-63-0 phenylhydrazine 
• 201230-82-2 carbon monoxide 
• 66607-27-0 3-iodoindazole 
• 4498-67-3 2H-indazole-3-carboxylic acid 
• 6832-16-2 methyl diazoacetate 

Downstream Products

• 99055-81-9 1⁽²⁾H-indazole-3-carboxylic acid dimethylamide 
• 34252-44-3 2-Methylindazole-3-carboxylic acid 
• 109216-61-7 3-methoxycarbonyl-2-methylisoindazole 
• 64132-13-4 3-(hydroxymethyl)-1H-indazole 
• 173600-05-0 methyl 1-isopropyl-1H-indazol-3-ylcarboxylate 
• 173600-03-8 benzyl-1H-indazole-3-carboxylic acid methyl ester 
• 126861-68-5 2-benzyl-2H-indazole-3-carboxylic acid 
• 41354-03-4 AF 1311TS 
• 1079-47-6 methyl 5-iodo-1H-indazole-3-carboxylate 
• 932041-16-2 methyl 1-(4-(trifluoromethyl)phenyl)-1H-indazole-3-carboxylate 
• 1190097-05-2 N-(benzo[d][1,3]dioxol-5-yl)-1-(4-(methylsulfonyl)benzyl)-1H-indazole-3-carboxamide 
• 1190097-93-8 N-((1-(4-(methylsulfonyl)benzyl)-1H-indazol-3-yl)methyl)benzo[d][1,3]dioxol-5-amine 
• 1190097-99-4 6-chloro-2-(1-(4-(methylsulfonyl)benzyl)-1H-indazol-3-yl)benzo[d]oxazole 
• 1190098-05-5 1-(4-(methylsulfonyl)benzyl)-N-(4-(methylsulfonyl)phenyl)-1H-indazole-3-carboxamide 

Relevant articles and documents

NovelN-transfer reagent for converting α-amino acid derivatives to α-diazo compounds

A novel universalN-transfer reagent for direct and effective transformation of α-amino ketones, acetamides, and esters to the corresponding α-diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of α-substituted-α-diazo carbonyl compounds from α-amino acid derivatives but also permits preparation of α-diazo dipeptides fromN-terminal dipeptides (32 examples, up to 91%).

Preparation methods of 1H-indazol-3-carboxylic acid derivative, granisetron and lonidamine

The invention relates to preparation methods of a 1H-indazol-3-carboxylic acid derivative, granisetron and lonidamine. The 1H-indazol-3-carboxylic acid derivative is a compound with a structure shown in a formula (1) and a formula (2), and is mainly structurally characterized by having a 1H-indazol-3-carboxylic acid amide skeleton and a 1H-indazol-3-carboxylic ester skeleton. The 1H-indazol-3-carboxylic acid derivative can be synthesized by taking simple o-aminophenylacetic acid amide or o-aminophenylacetic acid ester as an initial raw material. The 1H-indazol-3-carboxylic acid derivative is a key intermediate for synthesizing a plurality of medicines, such as granisetron, lonidamine and the like. The synthesis method of the 1H-indazol-3-carboxylic acid derivative and the drug molecules glassetron and lonidamine is simple, the reaction condition is mild, the reaction speed is high, the yield is high, and purification is easy.

Substituted 3-indazole Mcl-1 protein inhibitor as well as preparation method and application thereof

The invention discloses a substituted 3-indazole Mcl-1 protein inhibitor as well as a preparation method and application thereof. The compound has a structure represented by a general formula (I) which is described in the specification. The compound discl