3-Indoleglyoxylyl chloride (HCID 89952)

Names & identifiers

Preferred name: 3-Indoleglyoxylyl chloride
IUPAC: 2-(1H-indol-3-yl)-2-oxoacetyl chloride
English name: INDOLE-3-GLYOXYLYL CHLORIDE
Molecular formula: C10H6ClNO2
Molecular weight: 207.61

Names & synonyms

22980-09-23-Indoleglyoxylyl chlorideIndole-3-glyoxyloyl chloride2-(3-indolyl)-2-oxoacetyl chlorideNSC 128332UNII-34QT24PE7634QT24PE76EINECS 245-362-2NSC-128332alpha-Oxo-1H-indole-3-acetyl chlorideDTXSID20177526(1H-INDOL-3-YL)OXOACETYL CHLORIDE

Show more names

2-(1H-Indol-3-yl)-2-oxoacetyl chlorideà-oxoindoleacetyl chloride3-INDOLYL-GLYOXYL CHLORIDE3-INDOLYLGLYOXALYL CHLORIDE3-(Oxochloroacetyl)-1H-indole

.ALPHA.-OXO-1H-INDOLE-3-ACETYL CHLORIDE1H-INDOLE-3-ACETYL CHLORIDE, .ALPHA.-OXO-RefChem:94421DTXCID801000171H-INDOLE-3-ACETYL CHLORIDE, ALPHA-OXO-Indole-3-Glyoxylyl Chloride2-(1H-indol-3-yl)-2-oxoacetyl chloride3-Indolylglyoxylyl chloride

Database identifiers

CAS: 22980-09-2
PubChem CID: 89952
DTXSID: DTXSID20177526
UNII: 34QT24PE76
EC Number: 245-362-2
Nikkaji: J318.378E

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 49.9 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 267

Physicochemical properties

Melting point: 138 °C · 138 °C (dec.) (lit.)
Boiling point: 413.9 · 413.9±37.0 °C(Predicted)
Density: 1.463 · 1.463±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
pka: 14.29 · 14.29±0.30(Predicted)
Sensitive: Moisture Sensitive
BRN: 147693 · 147693
InChI: 1S/C10H6ClNO2/c11-10(14)9(13)7-5-12-8-4-2-1-3-6(7)8/h1-5,12H
InChIKey: FPEGGKCNMYDNMW-UHFFFAOYSA-N
SMILES: ClC(=O)C(=O)c1c[nH]c2ccccc12
CAS DataBase Reference: 22980 · 22980-09-2(CAS DataBase Reference)
FDA UNII: 34 QT24PE76 · 34QT24PE76
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-27-36/37/39-45
RIDADR: 1759 · UN 1759 8/PG 2
WGK Germany: 3 · 3
HazardClass: 8 · 8
PackingGroup: II
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 1759 8/PG 2
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-27-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Applications · 3 items

Uses• ;Reactant for preparation of dual IGF-1R/SRC inhibitors1• ;Reactant for preparation of indolylglyoxylamides as a new class of antileishmanial agents2• ;Reactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agents3• ;Reactant for diastereoselective synthesis of heptacyclic core of dragmacidin E4• ;Reactant for preparation of benzoylmethylpyrrolopyridinylethanedione as HIV-1 inhibitor5• ;Reactant for preparation of fascaplysin-inspired diindolyls as selective inhibitors of CDK4/cyclin D16

UsesReactant for preparation of dual IGF-1R/SRC inhibitorsReactant for preparation of indolylglyoxylamides as a new class of antileishmanial agentsReactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agentsReactant for diastereoselective synthesis of heptacyclic core of dragmacidin EReactant for preparation of benzoylmethylpyrrolopyridinylethanedione as HIV-1 inhibitorReactant for preparation of fascaplysin-inspired diindolyls as selective inhibitors of CDK4/cyclin D1

UsesINDOLE-3-GLYOXYLYL CHLORIDE is an indole derivative used in the preparation of reagents for chemiluminescent enzyme immunoassay. It is an impurity in the manufacture of tryptamines and related compounds.