3-Naphthoylindole

HCID 10355825CAS 109555-87-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(c1cccc2ccccc12)c1c[nH]c2ccccc12
InChIKey: QIXQGVQLBPQVOR-UHFFFAOYSA-N
Molecular formula: C19H13NO
Average molar mass: 271.3 g/mol
Monoisotopic mass: 271.09971404

Names & identifiers

Preferred name: 3-Naphthoylindole
IUPAC: 1H-indol-3-yl(naphthalen-1-yl)methanone
English name: 3-(1-Naphthoyl)indole
Molecular formula: C19H13NO
Molecular weight: 271.31

Names & synonyms

3-(1-Naphthoyl)indole109555-87-53-NaphthoylindoleMethanone, 1H-indol-3-yl-1-naphthalenyl-56CC3I2OAKKetone, indol-3-yl 1-naphthylDTXSID30438655RefChem:1068339DTXCID903894771H-indol-3-yl(naphthalen-1-yl)methanone1H-indol-3-yl(1-naphthyl)methanone1'-Naphthoyl Indole

Show more names

1H-Indol-3-yl-1-naphthalenylmethanone3Naphthoylindole-Naphthoyl Indole3 NaphthoylindoleIndol-3-yl 1-Naphthyl KetoneKetone indol-3-yl 1-naphthyl

MFCD12923093UNII-56CC3I2OAK3-(1-naphthylcarbonyl)indole3-(1-naphthoyl)-1H-indoleorb3029117SCHEMBL8530849SCHEMBL29489280CS-M0035

Database identifiers

CAS: 109555-87-5
PubChem CID: 10355825
DTXSID: DTXSID30438655
UNII: 56CC3I2OAK
Nikkaji: J3.333.808B

Properties

Computed structural properties

XLogP: 5
Topological polar surface area: 32.9 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 21
Formal charge: 0
Complexity: 393

Experimental & physicochemical properties

DrugsPharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Physicochemical properties

Melting point: 236 ℃ · 236℃
Boiling point: 512.2 · 512.2±23.0 °C(Predicted)
Density: 1.267 · 1.267
storage temp.: 2 · Sealed in dry,2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 15.22 · 15.22±0.30(Predicted)
color: Pale Orange to Light Pink
InChI: InChI=1S/C19H13NO/c21-19(17-12-20-18-11-4-3-9-15(17)18)16-10-5-7-13-6-1-2-8-14(13)16/h1-12,20H
InChIKey: QIXQGVQLBPQVOR-UHFFFAOYSA-N
SMILES: C(C1C2=C(NC=1)C=CC=C2)(C1=C2C(C=CC=C2)=CC=C1)=O
FDA UNII: 56 CC3I2OAK · 56CC3I2OAK
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 280 · P280-P305+P351+P338

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description3-(1-Naphthoyl)indole is a synthetic cannabinoid that is structurally similar to THC. It has been detected in human urine, plasma and autopsy samples by high-resolution mass spectrometry. It has been found to be hydroxylated into a number of metabolites including carboxy-3-(1-naphthoyl)indole, which may account for some of the psychoactive effects.

UsesMetabolite of JWH-018 (P283650).