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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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grade
technical grade
form
solid
mp
173-178 °C (lit.)
solubility
methanol: soluble 25 mg/mL, clear to slightly hazy, yellow to brown
SMILES string
O=C1Nc2cccc3cccc1c23
InChI
1S/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13)
InChI key
GPYLCFQEKPUWLD-UHFFFAOYSA-N
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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.
Signal Word
Warning
Hazard Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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