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27314-97-2

Basic Information
CAS No.: 27314-97-2
Name: 1,2,4-Benzotriazin-3-amine,1,4-dioxide
Molecular Structure:
Molecular Structure of 27314-97-2 (1,2,4-Benzotriazin-3-amine,1,4-dioxide)
Formula: C7H6N4O2
Molecular Weight: 178.15
Synonyms: 1,2,4-Benzotriazine,3-amino-, 1,4-dioxide (6CI,8CI);3-Amino-1,2,4-benzotriazine 1,4-dioxide;SR259075;SR 4233;Tirazone;Win 59075;
EINECS: 636-678-5
Density: 1.68 g/cm3
Melting Point: 220 °C dec.
Boiling Point: 493.6 °C at 760 mmHg
Flash Point: 252.3 °C
Solubility:
Appearance: Orange needles
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information:
PSA: 89.83000
LogP: 1.25520
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Chemistry

The Molecular Structure of 1,2,4-Benzotriazin-3-amine, 1,4-dioxide (CAS NO.27314-97-2):

Empirical Formula: C7H6N4O2
Molecular Weight: 178.1481 
IUPAC: 4-hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine 
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals 
Appearance: Orange Needles
Nominal Mass: 178 Da
Average Mass: 178.1481 Da
Monoisotopic Mass: 178.049075 Da 
Index of Refraction: 1.777
Molar Refractivity: 44.288 cm3
Molar Volume: 105.859 cm3
Surface Tension: 85.105 dyne/cm
Density: 1.683 g/cm3
Flash Point: 252.309 °C
Enthalpy of Vaporization: 76.075 kJ/mol
Boiling Point: 493.581 °C at 760 mmHg
Melting Point: 220°C dec.
Storage temp: 2-8°C
Vapour Pressure: 0 mmHg at 25°C 
InChI
InChI=1/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)
Smiles
c12c([n+](nc([n+]1[O-])N)[O-])cccc2

Uses

 1,2,4-Benzotriazin-3-amine, 1,4-dioxide (CAS NO.27314-97-2) can be used as a bioreductive anticancer agent and an antineoplastic.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 89mg/kg (89mg/kg)   International Journal of Radiation Oncology, Biology, Physics. Vol. 16, Pg. 977, 1989.
Link to PubMed
mouse LD50 intravenous 101mg/kg (101mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
British Journal of Cancer, Supplement. Vol. 20, Pg. 84, 1993.
rat LD intravenous > 36mg/kg (36mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

ENDOCRINE: OTHER CHANGES

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE
Toxicologist. Vol. 12, Pg. 154, 1992.
rat LD50 intraperitoneal 59390ug/kg (59.39mg/kg)   Archives of Toxicology. Vol. 66, Pg. 100, 1992.
Link to PubMed

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
RTECS: DM0671500

Specification

 1,2,4-Benzotriazin-3-amine, 1,4-dioxide (CAS NO.27314-97-2) is also called as Tirapazamine ; Tirapazamine [USAN:INN] ; 3-Amino-1,2,4-benzotriazine 1,4-dioxide ; 3-Amino-1,2,4-benzotriazine-1,4-dioxide ; 4-26-00-01120 (Beilstein Handbook Reference) ; BRN 0179322 ; SR 4233 ; Tirapazamine ; UNII-1UD32YR59G ; WIN 59075 ; 1,2,4-Benzotriazine, 3-amino-, 1,4-dioxide .