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4-Cyanoindole

CAS 16136-52-0C9H6N2Chemical Synthesis

4-Cyanoindole (CAS: 16136-52-0) is a chemical compound with the formula C9H6N2 and a molecular weight of 142.16 g/mol. It serves as a valuable building block in organic synthesis, particularly within heterocyclic chemistry. Its applications include the preparation of potential anticancer immunomodulators, stereoselective synthesis of gamma-lactones, and the development of kinase inhibitors and selective serotonin reuptake inhibitors. This compound is supplied by Tech Serve Solutions for research and development purposes.

IUPAC
Indole-4-carbonitrile
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4-Cyanoindole (C9H6N2) — chemical structure, CAS 16136-52-0; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksC7 to C9Chemical SynthesisHeterocyclic Building BlocksIndoles
01 /Applications

Preparation of Tryptophan Dioxygenase Inhibitors

4-Cyanoindole acts as a reactant in the synthesis of tryptophan dioxygenase inhibitors, which are being investigated for their potential as anticancer immunomodulators.

Stereoselective Friedel-Crafts Alkylation

It is utilised as a reactant in stereoselective Friedel-Crafts alkylation reactions, facilitating the preparation of gamma-lactones using prolinol silyl ether catalysis.

Iridium-Catalyzed Borylation Reactions

This compound finds application as a reactant in iridium-catalyzed borylation reactions, contributing to diverse synthetic strategies.

Synthesis of N-Aryl Indoles

4-Cyanoindole is employed in the synthesis of N-aryl indoles, a class of compounds with various potential applications in medicinal chemistry.

Development of Kinase Inhibitors

It serves as a reactant in the parallel synthesis of N-benzylisatin oximes, which are explored as JNK3 MAP kinase inhibitors.

02 /Properties
Molecular weight142.16
Empirical formulaC9H6N2
Assay97%
ApplicationReactant for preparation of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators1Reactant for stereoselective preparation of γ-lactones via prolinol silyl ether catalyzed Friedel-Crafts alkylation reaction2Reactant for iridium-catalyzed borylation reactions3Reactant for parallel synthesis of N-benzylisatin oximes as JNK3 MAP kinase inhibitors4Reactant for preparation of N-aryl indoles5Reactant for preparation of conformationally restricted indole cyclopropylmethylamines as selective serotonin reuptake inhibitors6
Melting point117-121 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Corrosive (GHS05)
Corrosive
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Danger

Hazard statements

  • H302Harmful if swallowed
  • H315Causes skin irritation
  • H317May cause an allergic skin reaction
  • H318Causes serious eye damage
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P280Wear protective gloves, clothing and eye/face protection
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Faceshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22-37/38-41-43
Safety statements (S)26-36/37/39

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
16136-52-0
MDL number
MFCD00152045
PubChem substance
24883383
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 4-Cyanoindole used for?

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4-Cyanoindole is used as a reactant in the synthesis of various compounds, including tryptophan dioxygenase inhibitors for potential anticancer immunomodulation, stereoselective preparation of gamma-lactones, iridium-catalyzed borylation reactions, and synthesis of N-aryl indoles and kinase inhibitors.

What is the CAS number and molecular formula for 4-Cyanoindole?

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The CAS number for 4-Cyanoindole is 16136-52-0, and its molecular formula is C9H6N2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies 4-Cyanoindole with an assay of 97%. We do not represent this product as USP, BP, or EP grade.

What are the primary safety concerns when handling 4-Cyanoindole?

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4-Cyanoindole is classified as Danger, with hazards including H302 (Harmful if swallowed), H315 (Causes skin irritation), H317 (May cause an allergic skin reaction), H318 (Causes serious eye damage), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, face shields, and gloves, is essential during handling.

How is 4-Cyanoindole packed, shipped, and exported?

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4-Cyanoindole is carefully packed to maintain its integrity during transit. Tech Serve Solutions is experienced in exporting chemicals globally.

How can I request a sample or quote for 4-Cyanoindole?

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To request a sample or a quotation for 4-Cyanoindole, please contact our sales team through the website or by phone.

Need 4-Cyanoindole in a specific grade or volume?