CAS 10517-21-2 5-Chloro-1H-indole-2-carboxylic acid (HCID 82693)

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Basic information

CAS: 10517-21-2
Standard SMILES: O=C(O)c1cc2cc(Cl)ccc2[nH]1
InChIKey: FUQOTYRCMBZFOL-UHFFFAOYSA-N
Molecular formula: C9H6ClNO2
Average molar mass: 195.6 g/mol
Monoisotopic mass: 195.0087061

Names & identifiers

Preferred name: 5-Chloro-1H-indole-2-carboxylic acid
IUPAC: 5-chloro-1H-indole-2-carboxylic acid
English name: 5-Chloroindole-2-carboxylic acid
Molecular formula: C9H6ClNO2
Molecular weight: 195.6

Names & synonyms

5-Chloroindole-2-carboxylic acid10517-21-25-Chloro-1H-indole-2-carboxylic acid5-Chloroindole-2-carboxylate1H-Indole-2-carboxylic acid, 5-chloro-NSC-75651HZ63WGR8YYDTXSID60146993RefChem:534965DTXCID8069484234-050-1MFCD00005613

Show more names

5-Cl-ICAAKOS JY2083234TIMTEC-BB SBB0035915-CHLORO-2-INDOLECARBOXYLATE5-CHLORO-2-INDOLECARBOXYLIC ACID5-Chloroindole-2-CarboxylicAcid99%5-chloro-1h-indole-2-carboxylicaci

Spectrum_000183EINECS 234-050-1BRN 01532295-Chloro-1H-indole-2-carboxylic Acid; 2-Carboxy-5-chloroindole; NSC 75651SpecPlus_000670Spectrum2_000513Spectrum3_000783Spectrum4_001044

Database identifiers

CAS: 10517-21-2
PubChem CID: 82693
DTXSID: DTXSID60146993
ChEMBL: CHEMBL23906
ChEBI: CHEBI:107646

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 53.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 222

Physicochemical properties

Melting point: 287 °C · 287 °C (dec.) (lit.)
Boiling point: 449.7 · 449.7±25.0 °C(Predicted)
Density: 1.3228 · 1.3228 (rough estimate)
refractive index: 1.579 · 1.5790 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 4.26 · 4.26±0.30(Predicted)
color: Beige
BRN: 153229 · 153229
InChI: InChI=1S/C9H6ClNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)
InChIKey: FUQOTYRCMBZFOL-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Cl)C=C2)C=C1C(O)=O
CAS DataBase Reference: 10517 · 10517-21-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: NL5998400
hs_code: 29339990
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 26-36-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesNMDA receptor antagonist (gly)

Uses5-Chloroindole-2-carboxylic Acid is used in the synthesis of 4-(3-aminomethylphenyl)piperidine-1-carboxamides as potent, selective, and orally bioavailable inhibitors of βII tryptase. It is also a reagent used to prepare indole amides with possible antihistaminic activities.