5-Fluoroindole-2-carboxylic acid

HCID 1820
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Basic information

CAS
399-76-8
Standard SMILES
O=C(O)c1cc2cc(F)ccc2[nH]1
InChIKey
WTXBRZCVLDTWLP-UHFFFAOYSA-N
Molecular formula
C9H6FNO2
Average molar mass
179.15 g/mol
Monoisotopic mass
179.03825665

Overview

5-fluoro-1H-indole-2-carboxylic acid is an indolyl carboxylic acid.

Names & identifiers

Preferred name
5-Fluoroindole-2-carboxylic acid
IUPAC
5-fluoro-1H-indole-2-carboxylic acid
English name
5-Fluoroindole-2-carboxylic acid
Molecular formula
C9H6FNO2
Molecular weight
179.15

Names & synonyms

5-Fluoroindole-2-carboxylic acid399-76-85-Fluoro-1H-indole-2-carboxylic acidLFV2Z936CQDTXSID10192945RefChem:102652DTXCID50115436206-919-52-Carboxy-5-fluoroindoleMFCD00005612Spectrum_0014951H-Indole-2-carboxylic acid, 5-fluoro-
Show more names
5-F-ICAAKOS JY2082860TIMTEC-BB SBB0100582-Carboxy-5-fluoro-1H-indole5-Fluor-1H-indol-2-carbonsure5-Fluoro-2-indolecarboxylic acid5-Fluoro-indol-2-carboxylic acid
Lopac-265128CHEMBL23507SPBio_001397MLS0000800895-Fluoroindole-2-carboxylicacidCHEBI:1112765-fluoro-2-indole carboxylic acidHMS2233A14

Database identifiers

CAS
399-76-8
PubChem CID
1820
DTXSID
DTXSID10192945
ChEMBL
CHEMBL23507
ChEBI
CHEBI:111276
UNII
LFV2Z936CQ
EC Number
206-919-5
Nikkaji
J149.573I

Properties

Computed structural properties

XLogP
2.4
Topological polar surface area
53.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
13

Experimental & physicochemical properties

Collision Cross Section145.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
259 °C · 259 °C (dec.)(lit.)
Boiling point
422.2 · 422.2±25.0 °C(Predicted)
Density
1.3231 · 1.3231 (estimate)
storage temp.
2 · Inert atmosphere,2-8°C
form
Crystalline Powder
pka
4.27 · 4.27±0.30(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29339900
risk_code
36/37/38-15-10
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 3 items

Uses5-Fluoroindole-2-carboxylic acid,is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

UsesReactant for the synthesis of:Fungicidal agentsAntitumor agents2,3-dioxygenase (IDO) inhibitorsFactor Xa inhibitorsEnantioselective D3 receptor antagonistsLigands for hFPRL1 (or ALXR) receptor in inflammationAntibacterial agentsInhibitors of hepatitis C virus NS3·4A protease

General Description5-Fluoroindole-2-carboxylic acid is an antagonist of the glycine site within the NMDA (N-methyl-D-aspartate) receptor complex.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: 5-fluoro-1H-indole-2-carboxylic acid is an indolyl carboxylic acid.

Related reactions

63 records
New reaction record

Compound notes

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