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99009-20-8

99009-20-8 structure
99009-20-8 structure
  • Name: Pyrazoloacridine
  • Chemical Name: 3-(9-Methoxy-5-nitropyrazolo[3,4,5-kl]acridin-2(1H)-yl)-N,N-dimet hyl-1-propanamine
  • CAS Number: 99009-20-8
  • Molecular Formula: C19H21N5O3
  • Molecular Weight: 367.40200
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2017-09-15 21:24:18
  • Modify Date: 2024-01-11 19:33:37
  • Pyrazoloacridine (NSC 366140), an intercalating agent with anti-cancer activity, inhibits the activity of topoisomerases 1 and 2. Pyrazoloacridine (NSC 366140) exhibits an IC50 of 1.25 μM in K562 myeloid leukemia cells for 24 h treatment[1][2].

Name 3-(9-Methoxy-5-nitropyrazolo[3,4,5-kl]acridin-2(1H)-yl)-N,N-dimet hyl-1-propanamine
Synonyms Fluoren-9-yl-methyl-aether
9-Methoxy-fluoren
9-methoxyfluorene
fluoren-9-yl-methyl ether
9-Methoxyellipticine
9-methoxy-9H-fluorene
methoxyellipticine
Description Pyrazoloacridine (NSC 366140), an intercalating agent with anti-cancer activity, inhibits the activity of topoisomerases 1 and 2. Pyrazoloacridine (NSC 366140) exhibits an IC50 of 1.25 μM in K562 myeloid leukemia cells for 24 h treatment[1][2].
Related Catalog
In Vitro Pyrazoloacridine (NSC 366140, PD 115934) exhibits IC50 values of 10.7 μM and 4.5 μM for oxic and hypoxic HCT-8 cells[1]. Pyrazoloacridine (NSC 366140, 2-4 μM) abolishes the catalytic activity of both topo I and topo II in vitro[2]. Pyrazoloacridine (NSC 366140) displays activity against cisplatin- and paclitaxel-resistant ovarian cancer[2]. Pyrazoloacridine (NSC 366140) has been shown to cause delayed DNA fragmentation in MCF-7 breast cancer cells[2]. Pyrazoloacridine (NSC 366140) induces apoptosis in P53-deficient Hep 3B human hepatoma cells[2]. Cell Cytotoxicity Assay[2] Cell Line: K562 Myeloid Leukemia Cells. Concentration: 0-500 μM. Incubation Time: 1 h or 24 h. Result: When K562 cells were incubated with PA for 1 h and then plated in soft agar, an IC50 of -50 μM was observed. In contrast, when cells were incubated for 24 h with PA, the IC50 was 1.25 μM.
References

[1]. J S Sebolt, et al. Pyrazoloacridines, a new class of anticancer agents with selectivity against solid tumors in vitro. Cancer Res. 1987 Aug 15;47(16):4299-304.

[2]. A A Adjei, et al. Effect of pyrazoloacridine (NSC 366140) on DNA topoisomerases I and II. Clin Cancer Res. 1998 Mar;4(3):683-91.

Density 1.314g/cm3
Boiling Point 595.6ºC at 760 mmHg
Molecular Formula C19H21N5O3
Molecular Weight 367.40200
Flash Point 314ºC
Exact Mass 367.16400
PSA 91.90000
LogP 4.06250
Index of Refraction 1.678

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UQ9826800
CHEMICAL NAME :
Pyrazolo(3,4,5-kl)acridine-2(6H)-propanamine, N,N-dimethyl-9-methoxy-5-nitro-
CAS REGISTRY NUMBER :
99009-20-8
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C19-H21-N5-O3
MOLECULAR WEIGHT :
367.45

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
1320 nmol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 47,4299,1987