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Methyl 1-Methyl-1H-indole-4-carboxylate is a chemical compound with the molecular formula C12H13NO2. It is a methyl ester derivative of 1-Methyl-1H-indole-4-carboxylic acid and belongs to the class of organic compounds known as indoles. Methyl 1-Methyl-1H-indole-4-carboxylate is characterized by its potential applications in various fields, including organic synthesis, pharmaceutical research, and the development of new drugs and medications due to its pharmacological properties.

1444-12-8

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1444-12-8 Usage

Uses

Used in Organic Synthesis:
Methyl 1-Methyl-1H-indole-4-carboxylate is used as a building block in organic synthesis for the creation of complex organic molecules. Its unique structure and reactivity make it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, Methyl 1-Methyl-1H-indole-4-carboxylate is used as a research compound for the development of new drugs and medications. Its pharmacological properties and potential interactions with biological systems make it a promising candidate for further exploration and application in drug discovery.
Used in Chemical Research and Development:
Methyl 1-Methyl-1H-indole-4-carboxylate is also utilized in the field of chemical research and development. Its unique chemical properties and potential applications in the synthesis of other complex organic molecules contribute to the advancement of chemical science and technology.

Check Digit Verification of cas no

The CAS Registry Mumber 1444-12-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,4 and 4 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1444-12:
(6*1)+(5*4)+(4*4)+(3*4)+(2*1)+(1*2)=58
58 % 10 = 8
So 1444-12-8 is a valid CAS Registry Number.

1444-12-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 1-methyl-1H-indole-4-carboxylate

1.2 Other means of identification

Product number -
Other names methyl 1-methylindole-4-carboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1444-12-8 SDS

1444-12-8Relevant academic research and scientific papers

Catalytic Aerobic Dehydrogenatin of N-Heterocycles by N-Hydoxyphthalimide

Chen, Weidong,Tang, Hao,Wang, Weilin,Fu, Qiang,Luo, Junfei

supporting information, p. 3905 - 3911 (2020/08/10)

Catalytic methods for the aerobic dehydrogenation of N-heterocycles are reported. In most cases, indoles are accessed efficiently from indolines using catalytic N-hydroxyphthalimide (NHPI) as the sole additive under air. Further studies revealed an improved catalytic system of NHPI and copper for the preparation of other heteroaromatics, for example quinolines. (Figure presented.).

Method for preparing indole compound through air oxidation catalyzed by N-hydroxyphthalimide

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Paragraph 0077-0079, (2020/11/23)

The invention discloses a method for preparing an indole compound through non-transition metal catalyzed air oxidation. According to the method, the low-cost N-hydroxyphthalimide is used as a catalystand air is used as an oxidizing agent, wherein indoline compounds are oxidized in an organic solvent, and synthesis of the indoline compounds is achieved. The method has the advantages of simple reaction operation, low reaction cost, high yield, mild conditions, no heavy metal pollution and the like.

Electrosynthesis of Dihydropyrano[4,3-b]indoles Based on a Double Oxidative [3+3] Cycloaddition

Choi, Subin,Park, Cheol-Min,Park, Jinhwi,Sim, Jeongwoo,Yu, Eunsoo

supporting information, p. 11886 - 11891 (2020/05/22)

Oxidative [3+3] cycloadditions offer an efficient route for six-membered-ring formation. This approach has been realized based on an electrochemical oxidative coupling of indoles/enamines with active methylene compounds followed by tandem 6π-electrocyclization leading to the synthesis of dihydropyrano[4,3-b]indoles and 2,3-dihydrofurans. The radical–radical cross-coupling of the radical species generated by anodic oxidation combined with the cathodic generation of the base from O2 allows for mild reaction conditions for the synthesis of structurally complex heterocycles.

Azacycle diketone compound and preparation method thereof (by machine translation)

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Paragraph 0827-0833, (2020/09/12)

The invention provides a azacyclodiketone compound which is characterized by being a compound represented by the following structure. The compound has inhibitory activity on cap-dependent endonuclease. (by machine translation)

Detosylative (Deutero)alkylation of Indoles and Phenols with (Deutero)alkoxides

Zhu, Ming-Hui,Yu, Cheng-Long,Feng, Ya-Lan,Usman, Muhammad,Zhong, Dayou,Wang, Xin,Nesnas, Nasri,Liu, Wen-Bo

supporting information, p. 7073 - 7077 (2019/09/30)

An efficient strategy for N/O-(deutero)alkylation of indoles and phenols with alkoxides/alcohols as the alkylation reagents is described. The consecutive detosylation/alkylation transformations feature mild reaction conditions, high ipso-selectivity, and good functional group tolerance (>50 examples). A one-pot selective N-alkylation of unprotected indoles with alcohols and TsCl is also realized. The application of this method is demonstrated by the introduction of isotope-labeled (CD3 and 13CH3) groups using the readily accessible labeled alcohols and the synthesis of pharmaceuticals.

AMINOACYLINDAZOLE IMMUNOMODULATORS FOR TREATMENT OF AUTOIMMUNE DISEASES

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Paragraph 78, (2017/12/29)

2-Acylindazole compounds of formula I or formula II are disclosed. These compounds inhibit Coagulation Factor XIIa. They are useful to treat autoimmune diseases.

5-HT3 RECEPTOR MODULATORS, METHODS OF MAKING, AND USE THEREOF

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Page/Page column 17, (2009/12/23)

Novel 5-HT3 receptor modulators are disclosed. These compounds are used in the treatment of various disorders, including chemotherapy-induced nausea and vomiting, post-operative nausea and vomiting, and irritable bowel syndrome. Methods of maki

Synthesis of highly substituted indole alkaloid species via [4+1] cyclization of nucleophilic carbenes and indole isocyanates

Rigby, James H.,Burke, Patrick J.

, p. 643 - 653 (2007/10/03)

Thermally induced [4+1] cyclization between indole isocyanates and dimethoxycarbene or bis(propylthio)carbene has been achieved with good chemical efficiency. The methodology provides rapid access to fused pyrroloindole substructures commonly found in a variety of indole alkaloid natural products.

Synthesis and biological activity of N-(aminoiminomethyl)-1H-indole carboxamide derivatives as Na+/H+ exchanger inhibitors

Kitano, Masafumi,Kojima, Atsuyuki,Nakano, Kazuhiro,Miyagishi, Akira,Noguchi, Tsuyoshi,Ohashi, Naohito

, p. 1538 - 1548 (2007/10/03)

A series of N-(aminoiminomethyl)-1H-indole carboxamide derivatives were synthesized and their inhibitory potencies against the Na+/H+ exchanger were measured. Variation of the carbonylguanidine group at the 2- to 7- position of the indole ring system showed that a substitution at the 2- position improved the Na+/H+ exchanger inhibitory activity the most in vitro. This led to the synthesis and evaluation of an extensive series of N- (aminoiminomethyl)-1H-indole-2-carboxamide derivatives. Derivatives having an alkyl or substituted alkyl group at the 1-position of the indole ring system showed higher levels of in vitro activities. N-(aminoiminomethyl)-1-(2- phenylethyl)-1H-indole-2-carboxamide (49) had the strongest activity.

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