1-benzyl-1H-indole-3-carboxylic acid

HCID 33671CAS 27018-76-4
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(O)c1cn(Cc2ccccc2)c2ccccc12
InChIKey
LVYDDRHDOKXFMW-UHFFFAOYSA-N
Molecular formula
C16H13NO2
Average molar mass
251.28 g/mol
Monoisotopic mass
251.09462866

Names & identifiers

Preferred name
1-benzyl-1H-indole-3-carboxylic acid
IUPAC
1-benzylindole-3-carboxylic acid
English name
1-BENZYLINDOLE-3-CARBOXYLIC ACID
Molecular formula
C16H13NO2
Molecular weight
251.28

Names & synonyms

1-Benzyl-1H-indole-3-carboxylic acidRefChem:429751830-504-31-Benzylindole-3-carboxylic acid27018-76-4MFCD000570941H-Indole-3-carboxylic acid, 1-(phenylmethyl)-INDOLE-3-CARBOXYLIC ACID, 1-BENZYL-BRN 0404957CBMicro_033327Cambridge id 5791025Oprea1_193229
Show more names
RARECHEM AL BE 02701-benzyl-indole-3-carboxylicaci1-Benzylindole-3-carboxylicacid,95%1-(phenylmethyl)indole-3-carboxylic acid1-(phenylmethyl)-3-indolecarboxylic acid1-(Phenylmethyl)-1H-indole-3-carboxylic acid1-BENZYLINDOLE-3-CARBOXYLIC ACIDCRYSTALL INE
5-22-03-00037 (Beilstein Handbook Reference)orb3022953SCHEMBL16066061-benzylindol-3-carboxylic acidCHEMBL1775161N-benzylindole-3-carboxylic acidDTXSID60181506TPL0037

Database identifiers

CAS
27018-76-4
PubChem CID
33671
DTXSID
DTXSID60181506
ChEMBL
CHEMBL1775161
EC Number
830-504-3
Nikkaji
J41.034I

Properties

Computed structural properties

XLogP
3.1
Topological polar surface area
42.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
19

Physicochemical properties

Melting point
195 · 195-196 °C(Solv: ethanol (64-17-5))
Boiling point
496.3 · 496.3±28.0 °C(Predicted)
Density
1.19 · 1.19±0.1 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
form
Solid
pka
3.98 · 3.98±0.10(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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
rtecs
NL5995800
hs_code
29339980
Toxicity
mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03773,
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 2 items

UsesReactant for preparation of:• ;Indoleacetic acid analogs as differentiation-inducing and antiproliferative agents for human myeloblastoma cells1• ;Indole-carboxamide derivatives as inhibitors of lipid peroxidation and superoxide anion formation2• ;Indole carboxamides as hyaluronidase inhibitors3• ;Fuconojirimycin derivatives as inhibitors of α-fucosidases4• ;Indole-2 and 3-carboxamides as selective cyclooxygenase-2 inhibitors5• ;Indole amides as antihistaminic agents6

UsesReactant for preparation of:Indoleacetic acid analogs as differentiation-inducing and antiproliferative agents for human myeloblastoma cellsIndole-carboxamide derivatives as inhibitors of lipid peroxidation and superoxide anion formationIndole carboxamides as hyaluronidase inhibitorsFuconojirimycin derivatives as inhibitors of α-fucosidasesIndole-2 and 3-carboxamides as selective cyclooxygenase-2 inhibitorsIndole amides as antihistaminic agents

Upstream & downstream products

Suppliers50 total

毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Sichuan Biosynce Pharmatech Co., Ltd.[email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]

Related reactions

19 records
New reaction record

Linked notes

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