3-Indoleglyoxylyl chloride
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Basic information
- CAS
22980-09-2- Standard SMILES
O=C(Cl)C(=O)c1c[nH]c2ccccc12- InChIKey
FPEGGKCNMYDNMW-UHFFFAOYSA-N- Molecular formula
- C10H6ClNO2
- Average molar mass
- 207.61 g/mol
- Monoisotopic mass
- 207.00870611
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 propertiesFilling in
- XLogP
- 2.9
- Topological polar surface area
- 49.9 Ų
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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
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.
Upstream & downstream products
Downstream products
Related reactions
46 records
Compound notes
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