5-Benzyloxyindole

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Names

[ CAS No. ]:
1215-59-4

[ Name ]:
5-Benzyloxyindole

[Synonym ]:
5-Benzyloxyindole
1H-Indole, 5- (phenylmethoxy)-
5-(Benzyloxy)indole
1H-Indole, 5-(phenylmethoxy)-
5-Benzyindole
Indole, 5- (benzyloxy)-
5-benzyloxy-indol
Benzyloxy-5 indole
5-phenylmethoxyindole
bredreck's
EINECS 214-930-1
5-(Benzyloxy)-1H-indole
5-phenylmethoxy-1H-indole
5-BnO-indole
5-BENZYLOXY-1H-INDOLE
MFCD00005676

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
411.6±20.0 °C at 760 mmHg

[ Melting Point ]:
100-104 °C(lit.)

[ Molecular Formula ]:
C15H13NO

[ Molecular Weight ]:
223.270

[ Flash Point ]:
148.9±12.0 °C

[ Exact Mass ]:
223.099716

[ PSA ]:
25.02000

[ LogP ]:
3.71

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.670

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
ethanol: may be hazy yellow

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL4850000
CHEMICAL NAME :
Indole, 5-benzyloxy-
CAS REGISTRY NUMBER :
1215-59-4
BEILSTEIN REFERENCE NO. :
0173532
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C15-H13-N-O
MOLECULAR WEIGHT :
223.29
WISWESSER LINE NOTATION :
T56 BMJ GO1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 9,453,1974

Safety Information

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S24/25-S22

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
NL4850000

[ HS Code ]:
2933990090

Synthetic Route

Precursor & DownStream

Precursor

  • 1-[2-(5-Benzyloxy-2-nitrophenyl)vinyl]pyrrolidine
  • 5-Indolol
  • Benzyl bromide
  • 5-(Benzyloxy)-1H-indole-2-carboxylic acid
  • 1-benzyl-5-(benzyloxy)-1H-indole
  • trans-5-benzyloxy-β-(dimethylamino)-2-nitrostyrene
  • HA 01-0196
  • 1-(2-amino-5-phenylmethoxyphenyl)-2-chloroethanone
  • Benzyl chloride

DownStream

  • 5-Hydroxytryptamine
  • 5-Hydroxy-1H-indole-3-carboxylic acid
  • 5-benzyloxyindole-3-acetic acid
  • 1H-Indole-3-acetamide,5-(phenylmethoxy)-
  • ethyl 3-(5-hydroxyindol-1-yl)propanoate
  • 5-phenylmethoxy-1-(pyridin-4-ylmethyl)indole
  • 5-phenylmethoxyindol-1-amine
  • 1-benzylindol-5-ol
  • 3-methyl-5-phenylmethoxy-1H-indole
  • Tryptophan,5-(phenylmethoxy)-

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

5-benzyloxytryptamine as an antagonist of TRPM8.

Bioorg. Med. Chem. Lett. 20 , 7076-9, (2010)

5-Benzyloxytryptamine 19 was found to act as an antagonist of the TRPM8 ion-channel. For example, 19 had an IC(50) of 0.34 μM when menthol was used as the stimulating agonist. Related commercially-ava...


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Related Compounds

  • 3-bromo-5-benzyloxyindole
  • 3-acetyl-5-benzyloxyindole
  • N-benzyl-5-benzyloxyindole
  • 3-methyl-5-benzyloxyindole
  • 5-benzyloxyindoleacetic acid
  • 5-benzyloxyindole-3-acetamide