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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21N5O3
Molecular Weight 367.4017
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRAZOLOACRIDINE

SMILES

COC1=CC=C2NC3=C(C=CC4=C3C(=NN4CCCN(C)C)C2=C1)[N+]([O-])=O

InChI

InChIKey=HZCWPKGYTCJSEB-UHFFFAOYSA-N
InChI=1S/C19H21N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,20H,4,9-10H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C19H21N5O3
Molecular Weight 367.4017
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pyrazoloacridine is a pyrazolo[3,4,5-kl]acridine derivative patented by Warner-Lambert Co. as an anticancer agent. Pyrazoloacridine acts as topoisomerase I and II inhibitor that decrease the formation of topoisomerase-DNA adducts. In vitro experiments, Pyrazoloacridine shows efficacy against multidrug-resistant neuroblastoma doxorubicin-resistant human colon carcinoma and breast cancer cell lines. In clinical trials, Pyrazoloacridine demonstrates moderate efficacy in metastatic breast cancer and a high level of adverse events. The dose-limiting toxicity was grade 4 neutropenia. Other grade 3 and 4 toxicities include vomiting, nausea, neurotoxicity, fatigue, and anemia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Expression and prognostic significance of IAP-family genes in human cancers and myeloid leukemias.
2000 May
Phase II trial of pyrazoloacridine in advanced non-small cell carcinoma of the lung--a Kansas Cancer Institute and Thompson Cancer Survival Center Study.
2002 Aug
Patents

Sample Use Guides

three-hour infusion at 750 mg/m^2 every 21 days.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 20:14:49 GMT 2023
Edited
by admin
on Fri Dec 15 20:14:49 GMT 2023
Record UNII
L24XJN68OW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRAZOLOACRIDINE
Common Name English
PD 115934
Code English
PYRAZOLO(3,4,5-KL)ACRIDINE-2(6H)-PROPANAMINE, 9-METHOXY-N,N-DIMETHYL-5-NITRO-
Systematic Name English
NSC-366140
Code English
NSC-627168
Code English
PD-115934
Code English
Classification Tree Code System Code
NCI_THESAURUS C2161
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
Code System Code Type Description
CAS
99009-20-8
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
FDA UNII
L24XJN68OW
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
DRUG BANK
DB12549
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
PUBCHEM
339455
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
NSC
627168
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID301316714
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
NCI_THESAURUS
C1564
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY NCIT
NSC
366140
Created by admin on Fri Dec 15 20:14:49 GMT 2023 , Edited by admin on Fri Dec 15 20:14:49 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY