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Details

Stereochemistry ACHIRAL
Molecular Formula C14H16N4
Molecular Weight 240.3036
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SIMTRAZENE

SMILES

CN(C1=CC=CC=C1)\N=N\N(C)C2=CC=CC=C2

InChI

InChIKey=WRINSSLBPNLASA-FOCLMDBBSA-N
InChI=1S/C14H16N4/c1-17(13-9-5-3-6-10-13)15-16-18(2)14-11-7-4-8-12-14/h3-12H,1-2H3/b16-15+

HIDE SMILES / InChI

Molecular Formula C14H16N4
Molecular Weight 240.3036
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Simtrazene (centrazene) is an anti-neoplastic compound which is not an alkylating agent. Centrazene was more effective than thioTEPA in prolonging the life span of mice bearing C3H mammary tumors but did not demonstrate activity against other tumor types.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Mice: Parenteral administration (s.c., i.p.) of Simtrazene (centrazene) produced optimum survival effects at daily doses ranging from 5.6 mg/kg (72j mammary adenocarcinoma) to 16.8 mg/kg (spontaneous mammary tumors). In diet experiments optimum survivals were obtained only when tumor-bearing mice consumed much higher daily doses of centrazene (about 2000 mg/kg body weight). This suggested that the compound was poorly absorbed orally or else inactivated in the digestive tract. The weight gain and mortality of normal C3H mice were unaffected by subcutaneous doses of centrazene as high as 2000 mg/kg given daily for 10 days. In contrast, rats given subcutaneous doses of this compound ranging from 2000 to 0.4 mg/kg daily for 10 days showed various degrees of mortality and growth inhibition.
Route of Administration: Other
Substance Class Chemical
Record UNII
HSD1XP51CR
Record Status Validated (UNII)
Record Version