1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1

Product Code: BM-1-2-105
CAS number: 43120-28-1
Molecular formula: C9H8N2O2
Molecular weight: 176.17
MDL No.: MFCD01138133
Hs code: 2933998090
Analysis items: HPLC>99.0%, LC-MS
Main market: USA, Australia, Brazil, Japan, Germany, Indonesia, UK, New Zealand , Canada etc.
Technology service: R&D Dept.-4

Announcement:

Maybe Some words and chemcials was quoted in our product details, here we only sell the product of 1h-indazole-3-carboxylic-acid-methyl-ester CAS 43120-28-1, we don't sell banned chemicals judging from the law of China! furthermore, we don't sell  illegal chemicals, our product only for chemical industry and researching.

 

The info. for refering the scientific issue only!

 

Judging from the organic structure of 1h-indazole-3-carboxylic-acid-methyl-ester CAS 43120-28-1, it wouble be the starting material for , so we announce here clearly, we supply 1h-indazole-3-carboxylic-acid-methyl-ester CAS 43120-28-1 only.

As for an ordinary chemcials raw materials, BLOOM TECH has improved the manufacturing technology many times. Now the production capacity is about 3 ton/month, many chinese resellers also purchased our chemicals and sell it to all over the world.

 

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER may be the starting material for . Recently, many buyers want to get the senior technology of the chemicals below, we checked and confirmed, this compounds are banned to sell in our country and banned to research the method of organic synthesis, so we listed them below:

 

We also supply the chemical equipment, pls check our Price list and all specifications:


Chemical Equipment, Pill press machine
https://www.achievechem.com/reactors

 

This information referred from the Scifinder data below:

Methyl 3,3-dimethyl-2-{[1-(pent-4-en-1-yl)-1H-indazole-3-carbonyl]amino}butanoate is a synthetic cannabinoid receptor agonist (synthetic cannabinoid) which does not appear to have a history in the scientific literature. It is structurally related to compounds of the indazole-3-carboxamide class that feature pendant amino acid esters(methyl L-tert-leucinate) previously developed as part of pharmaceutical research.
Synthetic cannabinoids, such as , are functionally similar to Δ9-tetrahydrocannabinol (THC), the major psychoactive principle of cannabis. Like THC, they bind to and activate the CB1 and CB2 cannabinoid receptors which form part of the endocannabinoid system - a system that helps regulate a large number of physiological functions in the body such as behaviour, mood, pain, appetite, sleep, the immune system, and the cardiovascular system.

Given the innovation and unique technology of this product, many chemical laboratories in Bulgaria, Russia, and Australia are currently very interested in it. We also agree with the production route provided by the researchers at Shanxi BLOOM Tech Co., Ltd. laboratory. With the efforts of both parties and multiple modifications, the purity and production technology of this product have been greatly improved. We welcome colleagues to call and exchange ideas.

Usage

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER is a raw material for organic synthesis, widely used in medicine, electronics, cosmetics and other fields. Below we detail its various uses.
1. Antitumor activity:
Derivatives of methyl 1H-indazole-3-carboxylate have been found to have antitumor activity. They can inhibit tumor growth by interfering with cell proliferation, stimulating apoptosis, or blocking specific signaling pathways in tumor cells. These compounds may become drug candidates for the treatment of a variety of cancers.
2. Anti-inflammatory activity:

MI3C uses | Shaanxi BLOOM Tech Co., Ltd

methyl 1H-indazole-3-carboxylate and its derivatives also showed potential anti-inflammatory activity. They can regulate the inflammatory response and reduce the release of inflammatory mediators, thereby reducing the symptoms of inflammation. These compounds may have important clinical application prospects in the treatment of inflammation-related diseases.
3. Pesticide research and development:
Some derivatives of methyl 1H-indazole-3-carboxylate have been studied for the development of pesticides. They may have insecticidal, fungicidal, herbicidal or plant growth regulating activity. By optimizing and improving its structure, more effective and environmentally friendly pesticides can be obtained.

Manufacturing Information

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER is an important intermediate in organic synthesis, and is mostly used in the fields of medicinal chemistry and material chemistry. There are many different ways to synthesize it, two of which will be introduced below.

The specific steps of the method for laboratory synthesis of prduct:

 

(1)

Add 40mmol of indole (6.3g) and 0.2mol of triethylamine (26.8g) into a 250mL three-necked flask.

 

(2)

The mixture was stirred under the condition of magnetic stirring, and the reaction bottle was hidden in a water bath, and the temperature was raised to 60°C.

 

(3)

At a reaction temperature of 60° C., 80 mmol of carbon dioxide (9.6 g) was added, and the reaction mixture was stirred for 1 h.

 

(4)

Add 10 mL of formaldehyde (0.13 mol), and stir the reaction mixture for 3 h.

 

(5)

Pour the reaction mixture into 250mL of ice water, and add an appropriate amount of hydrochloric acid to pH=1 or so, the product will precipitate out of the mixture, which is collected by centrifugation and washed with water.

 

(6)

The collected product was recrystallized with acetone to obtain pure methyl 1H-indazole-3-carboxylate.

Methyl 1H-indazole-3-carboxylate has important application value in the field of biomedicine, and can be used to prepare a variety of drug molecular structure skeletons, such as anti-tumor drugs and drugs with organ and tissue protection effects. In addition, methyl 1H-indazole-3-carboxylate can also be used in the preparation of organic photovoltaic elements and organic solar cells.

Chemical | Shaanxi BLOOM Tech Co., Ltd

The Pinner reaction is also a common method for the synthesis of methyl 1H-indazole-3-carboxylate. Its concrete reaction steps are as follows:

 
 

Step 1:

Mix 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER with phosphorus trichloride (PCl3) in acetonitrile, add methanol, and react after stirring and cooling to form 3-methoxy-1H-indazole-5-carboxylate acid trichloride.

 
 
 

Step 2:

Mix the reaction product obtained in step 1 with tripropyloxycarbonylboron (TMBOB) in methanol to perform Pinner reaction to generate trimethyl 1H-indazole-3-carboxylate.

 
 
 

Step 3:

Mix the product 2 with formic acid in methanol, and heat the reaction to obtain methyl 1H-indazole-3-carboxylate.

 

This method takes advantage of the characteristics of the Pinner reaction, and has the advantages of high purity of the reaction product, easy access to the primary product of the reaction, and low cost.  It needs to be operated under a dry and inert atmosphere to avoid interference of the product by moisture and oxygen.

Discovering History

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER (MI3C/methyl 1H-indazole-3-carboxylate) is a white crystal with the molecular formula C10H9N2O2. At room temperature, it can be produced easily soluble in ether, acetone, ethanol, chloroform and other organic solvents, but almost insoluble in water. The solubility of MI3C is affected by its chemical structure and external environment, which play an important role in its practical application. It is a solid substance, and its melting point can be used to check its purity, because if the melting point is lower than the standard value, impurities may be present.

C. F

C9H8N2O2

E. M

176

M. W

176

m/z

176 (100.0%), 177 (9.7%)

E. A

C, 61.36; H, 4.58; N, 15.90; O, 18.16

1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1

1. Functional groups:
 
 

-Indole ring:

A five membered heterocycle composed of five carbon atoms and one nitrogen atom. It is the main skeleton of methyl 1H-indazole-3-carboxylate.

 
 
 

-Carboxylic acid group:

The carboxyl group (-COOH) connected to the indole ring, containing a carboxylic acid functional group. This group gives the compound acidic properties.

 
 
 

-Methyl ester group:

A methyl group (-CH3) connected to a carboxylic acid group, forming a methyl ester (- COOCH3) functional group.

 
2. Key connection:

-The nitrogen atom on the indole ring in methyl 1H-indazole-3-carboxylate is connected to a carbon atom of the carboxylic acid group through a double bond.

-The other carbon atom of the carboxylic acid group is connected to the oxygen atom of the methyl ester group through a single bond.

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