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40899-71-6 molecular structure
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1-(benzenesulfonyl)-1H-indole

ChemBase ID: 92566
Molecular Formular: C14H11NO2S
Molecular Mass: 257.30764
Monoisotopic Mass: 257.0510496
SMILES and InChIs

SMILES:
n1(c2c(cccc2)cc1)S(=O)(=O)c1ccccc1
Canonical SMILES:
O=S(=O)(n1ccc2c1cccc2)c1ccccc1
InChI:
InChI=1S/C14H11NO2S/c16-18(17,13-7-2-1-3-8-13)15-11-10-12-6-4-5-9-14(12)15/h1-11H
InChIKey:
VDWLCYCWLIKWBV-UHFFFAOYSA-N

Cite this record

CBID:92566 http://www.chembase.cn/molecule-92566.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-(benzenesulfonyl)-1H-indole
IUPAC Traditional name
1-(benzenesulfonyl)indole
Synonyms
1-(Benzenesulfonyl)indole
Benzenesulfonic acid indolide
NSC 237040
NSC 683530
1-(Phenylsulfonyl)indole
1-(Phenylsulphonyl)indole
1-(PHENYLSULFONYL)INDOLE
1-(苯基磺酰)吲哚
1-(苯基磺酰基)吲哚
CAS Number
40899-71-6
EC Number
000-000-0
MDL Number
MFCD00134318
Beilstein Number
1286712
PubChem SID
24862680
162079264
PubChem CID
315017

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 3.0013819  LogD (pH = 7.4) 3.0013819 
Log P 3.0013819  Molar Refractivity 70.1648 cm3
Polarizability 29.266722 Å3 Polar Surface Area 39.07 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
77-79°C expand Show data source
78-80 °C(lit.) expand Show data source
78-80°C expand Show data source
Boiling Point
192°C/3mm expand Show data source
Storage Warning
Irritant expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
expand Show data source
Purity
98% expand Show data source
Empirical Formula (Hill Notation)
C14H11NO2S expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 366633 external link
Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Antiplasmodial agents1
• Antifungal agents2
• Anti HIV-1 agents3
• Agonists of the histamine H4 receptor4
• Antibacterial agents5
• Camalexin analogs6
• CDK inhibitors and cytotoxic agents7
• Histone Deacetylase inhibitors8

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Protected indole derivative which can be lithiated selectively at the 2-position. Reaction with electrophiles, followed by cleavage of the N-sulfonyl group with NaOH, leads to 2-substituted indoles: J. Org. Chem., 38, 3324; 43, 4684 (1978); 45, 3382 (1980). Dilithiation can also take place, with the second metallation occurring at the o-position of the sulfonyl benzene ring: J. Heterocycl. Chem., 18, 807 (1981).
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PATENTS

PATENTS

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INTERNET

INTERNET

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