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1H-Indazole-3-carbonitrile, with the molecular formula C8H5N3, is a chemical compound belonging to the indazole class. It is recognized for its diverse biological activities and versatile reactivity, making it a valuable building block in the synthesis of pharmaceutical and agrochemical compounds. Its potential applications span across medicinal chemistry for developing anti-cancer, anti-inflammatory, and antimicrobial agents, as well as in the realms of biological imaging as a fluorescent dye and coordination chemistry as a ligand.

50264-88-5

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50264-88-5 Usage

Uses

Used in Pharmaceutical Industry:
1H-Indazole-3-carbonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential role in the development of anti-cancer, anti-inflammatory, and antimicrobial agents. Its unique structure and reactivity contribute to the creation of novel therapeutic agents with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical sector, 1H-Indazole-3-carbonitrile serves as a building block for the synthesis of agrochemical compounds, potentially enhancing crop protection and management through the development of new pesticides and other related products.
Used in Materials Science:
1H-Indazole-3-carbonitrile is utilized as a fluorescent dye in biological imaging, taking advantage of its optical properties to visualize cellular structures and processes, thereby aiding in research and diagnostics.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, 1H-Indazole-3-carbonitrile is employed to form coordination complexes with metal ions. This application is crucial for the development of new materials with specific properties, such as catalysts, sensors, and other functional materials.

Check Digit Verification of cas no

The CAS Registry Mumber 50264-88-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,2,6 and 4 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 50264-88:
(7*5)+(6*0)+(5*2)+(4*6)+(3*4)+(2*8)+(1*8)=105
105 % 10 = 5
So 50264-88-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H5N3/c9-5-8-6-3-1-2-4-7(6)10-11-8/h1-4H,(H,10,11)

50264-88-5SDS

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 3-Cyano-1H-indazole

1.2 Other means of identification

Product number -
Other names 1H-INDAZOLE-3-CARBONITRILE

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:50264-88-5 SDS

50264-88-5Relevant academic research and scientific papers

Late-stage Pd-catalyzed Cyanations of Aryl/Heteroaryl Halides in Aqueous Micellar Media

Thakore, Ruchita R.,Takale, Balaram S.,Singhania, Vani,Gallou, Fabrice,Lipshutz, Bruce H.

, p. 212 - 216 (2020/12/01)

New technology is described that enables late stage ppm Pd-catalyzed cyanations of highly complex molecules, as well as a wide variety of aryl and heteroaryl halides possessing sensitive functional groups. These reactions are efficient in water containing nanomicelles, formed from a commercially available and inexpensive surfactant. The implications for advancing drug synthesis and discovery are apparent.

A convenient reagent for the conversion of aldoximes into nitriles and isonitriles

Zhang, Wei,Lin, Jin-Hong,Zhang, Pengfei,Xiao, Ji-Chang

supporting information, p. 6221 - 6224 (2020/06/29)

For the dehydroxylation of aldoximes with 4-nitro-1-((trifluoromethyl)sulfonyl)-imidazole (NTSI), slight modifications of reaction conditions resulted in significantly different reaction paths to provide either nitriles or isonitriles. The challenging conversion of aldoximes into isonitriles was achieved under mild conditions.

Thiocyanate radical mediated dehydration of aldoximes with visible light and air

Ban, Yong-Liang,Dai, Jian-Ling,Jin, Xiao-Ling,Zhang, Qing-Bao,Liu, Qiang

supporting information, p. 9701 - 9704 (2019/08/15)

We developed a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and molecular oxygen at room temperature. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visible light irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol for a wide range of nitriles.

Access to 1: H -indazoles, 1 H -benzoindazoles and 1 H -azaindazoles from (het)aryl azides: A one-pot Staudinger-aza-Wittig reaction leading to N-N bond formation?

Alaime,Daniel,Hiebel,Pasquinet,Suzenet,Guillaumet

supporting information, p. 8411 - 8414 (2018/08/06)

The synthesis of various substituted 1H-indazoles is reported through N-N bond formation from an iminophosphorane derivative. Supported by control experiments, an original Staudinger-aza-Wittig tandem mechanism is proposed for this transformation.

A general, practical palladium-catalyzed cyanation of (hetero)aryl chlorides and bromides

Senecal, Todd D.,Shu, Wei,Buchwald, Stephen L.

supporting information, p. 10035 - 10039 (2013/10/01)

Playing it safe: The nontoxic cyanide source K4[Fe(CN) 6]×3 H2O can be used for the cyanation of (hetero)aryl halides. The application of palladacycle catalysts prevents poisoning during catalyst formation, thereby allowing for low catalyst loadings, fast reaction times, and wide heterocyclic substrate scope.

NITROGENATED HETEROCYCLIC COMPOUND AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

-

Page/Page column 18; 23, (2008/12/06)

The present invention relates to novel compounds having a xanthine oxidase inhibitory effect and an uricosuric effect and pharmaceutical compositions comprising the same as an active ingredient. That is, the present invention relates nitrogen-containing heterocyclic compounds represented by the following general formula (I): wherein Y1 represents N or C(R4) ; Y2 represents N or C(R5) ; R4 and R5 independently represent an alkyl group, a hydrogen atom etc. ; one of R1 and R2 represents an optionally substituted aryl group, an alkoxygroup or an optionally substituted heterocyclic group; the other of R1 and R2 represents a haloalkyl group, a cyanogroup, ahalogenatometc.; and R3 represents a 5-tetrazolyl group or a carboxy group, and pharmaceutically acceptable salts thereof, and pharmaceutical compositions comprising the same as an active ingredient.

NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS

-

Page/Page column 64, (2008/12/05)

Compounds of Formula (I) are HIV reverse transcriptase inhibitors, wherein X, R1, R2, R3, R4 and R5 are defined herein. The compounds of Formula (I) and their pharmaceutically acceptable salts are useful in the inhibition of HIV reverse transcriptase, the prophylaxis and treatment of infection by HIV and in the prophylaxis, delay in the onset or progression, and treatment of AIDS. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.

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