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Basic Information
CAS No.: 85622-95-3
Name: MITOZOLOMIDE
Molecular Structure:
Molecular Structure of 85622-95-3 (MITOZOLOMIDE)
Formula: C7H7 Cl N6 O2
Molecular Weight: 242.625
Synonyms: 8-Carbamoyl-3-(2-chloroethyl)-imidazo[5,1-d]-1,2,3,5-tetrazin-4-one;Azolastone; CCRG 81010; M and B 39565; Mitozolomide; NSC 353451
Density: 1.94g/cm3
Melting Point: 164.5°C
Boiling Point: 555.8°C at 760 mmHg
Flash Point: 289.9°C
Safety: Poison by intraperitoneal route. Human systemic effects by ingestion: nausea or vomiting and blood changes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx and Cl−.
PSA: 108.17000
LogP: -0.67600
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Chemistry

Molecule structure of Mitozolomide (CAS NO.85622-95-3) :

IUPAC Name: 3-(2-chloroethyl)-4-oxoimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide 
Molecular Weight: 242.62248 g/mol
Molecular Formula: C7H7ClN6O2 
Density: 1.94 g/cm3 
Boiling Point: 555.8 °C at 760 mmHg 
Flash Point: 289.9 °C
Index of Refraction: 1.834
Molar Refractivity: 54.99 cm3
Molar Volume: 124.7 cm3
Polarizability: 21.8*10-24 cm3
Surface Tension: 95.5 dyne/cm 
Enthalpy of Vaporization: 83.72 kJ/mol 
log P (octanol-water): -0.47 
Water Solubility: 1190 mg/L
Vapor Pressure: 7.58E-11 mm Hg 
Henry's Law Constant: 3.74E-14 atm-m3/mole 
Atmospheric OH Rate Constant: 1.68E-11 cm3/molecule-sec
XLogP3: -0.5
H-Bond Donor: 1
H-Bond Acceptor: 5
Rotatable Bond Count: 3
Tautomer Count: 2
Exact Mass: 242.031901
MonoIsotopic Mass: 242.031901
Topological Polar Surface Area: 106
Heavy Atom Count: 16
Complexity: 348
Canonical SMILES: C1=NC(=C2N1C(=O)N(N=N2)CCCl)C(=O)N
InChI: InChI=1S/C7H7ClN6O2/c8-1-2-14-7(16)13-3-10-4(5(9)15)6(13)11-12-14/h3H,1-2H2,(H2,9,15)
InChIKey: QXYYYPFGTSJXNS-UHFFFAOYSA-N
EINECS: 287-943-3
Product Categories: pharmacetical

History

Development of Mitozolomide (CAS NO.85622-95-3) was discontinued during Phase II clinical trials after it was found to cause severe and unpredictable bone marrow suppression. Temozolomide, which has been in clinical use since 1999, is a less toxic analogue of mitozolomide.

Toxicity Data With Reference

1.    

dnd-hmn:emb 50 µmol/L

     CNREA8    Cancer Research. 44 (1984),1772.
2.    

dnd-mus:leu 50 µmol/L

     CNREA8    Cancer Research. 44 (1984),1767.
3.    

orl-hmn TDLo:3108 µg/kg:GIT,BLD

     BJCAAI    British Journal of Cancer. 55 (1987),433.
4.    

ipr-mus LD10: 45 mg/kg

     BJCAAI    British Journal of Cancer. 58 (1988),139.

Safety Profile

Poison by intraperitoneal route. Human systemic effects by ingestion: nausea or vomiting and blood changes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx and Cl−.

Specification

 Mitozolomide (CAS NO.85622-95-3) is also called 3-(2-Chloroethyl)-3,4-dihydro-4-oxoimidazo(5,1-d)-1,2,3,5-tetrazine-8-carboxamide ; 3-(2-Chloroethyl)-3,4-dihydro-4-oxoimidazo(5,1-d)-as-tetrazine-8-carboxamide ; 8-Carbamoyl-3-(2-chloroethyl)imidazo(5,1-d)-1,2,3,5-tetrazin-4(3H)-one ; Azolastone ; BRN 3618072 ; CCRG 81010 ; M & B 39565 ;
Mitozolomida [Spanish] ; Mitozolomidum ; NSC 353451 ; UNII-E3U7286V3W . Mitozolomide (CAS NO.85622-95-3) is an antineoplastic. It is an imidazotetrazine derivative.