336467
Benz[cd]indol-2(1H)-one
technical grade
Synonym(s):
NSC 25094
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About This Item
Empirical Formula (Hill Notation):
C11H7NO
CAS Number:
Molecular Weight:
169.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
204-973-4
MDL number:
form
solid
InChI key
GPYLCFQEKPUWLD-UHFFFAOYSA-N
InChI
1S/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13)
SMILES string
O=C1Nc2cccc3cccc1c23
grade
technical grade
mp
173-178 °C (lit.)
solubility
methanol: soluble 25 mg/mL, clear to slightly hazy, yellow to brown
General description
Benz[cd]indol-2(1H)-one is also referred as naphtholactam.
Application
- Reactant in photo-Fries rearrangement
- Reactant in preparation of potential antitumor agents
- Reactant in synthesis of inhibitors of thymidylate synthase
Benz[cd]indol-2(1H)-one was used in the synthesis of 2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide analog, novel Mycobacterium protein tyrosine phosphatase B (mPTPB) inhibitor.
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Lan Chen et al.
ACS medicinal chemistry letters, 1(7), 355-359 (2010-12-01)
Mycobacterium protein tyrosine phosphatase B (mPTPB) is an essential virulence factor required for Mycobacterium tuberculosis (Mtb) survival in host macrophages. Consequently, mPTPB represents an exciting new target with a completely novel mechanism of action. We screened a library of 7,500
Saeed I Khan et al.
Acta crystallographica. Section C, Crystal structure communications, 68(Pt 1), o1-o6 (2012-01-10)
Weakly diffracting crystals of benz[cd]indol-2(1H)-one (naphtholactam), C(11)H(7)NO, were unsuitable for data collection by early photographic methods. However, a diffractometer data set collected at room temperature in 1989 was solved and refined. The peak scans were broad, and the results indicated
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