DC Chemicals Limited
China
Product Name: Tirapazamine
Price: $500.0/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

27314-97-2

27314-97-2 structure

27314-97-2 structure

Name: Tirapazamine
Chemical Name: tirapazamine
CAS Number: 27314-97-2
Molecular Formula: C₇H₆N₄O₂
Molecular Weight: 178.148
Catalog: Research Areas Cancer
Create Date: 2018-07-04 15:46:40
Modify Date: 2024-01-02 16:18:14
Tirapazamine is an anticancer agent that shows selective cytotoxicity for hypoxic cells in solid tumors, thereby inducing single-and double-strand breaks in DNA, base damage, and cell death.

Name	tirapazamine
Synonyms	4-hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine 1,2,4-Benzotriazin-3-amine, 1,4-dioxide 3-Amino-1,2,4-benzotriazine 1,4-Dioxide 1,4-Dioxido-1,2,4-benzotriazin-3-ylamine SR 259075 1,2,4-Benzotriazin-3-amine 1,4-dioxide 4-Hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine SR 259075 SR 4233 Tirazone Win 59075 Tirazone Tirapazamine 3-Aminobenzo[e][1,2,4]triazine 1,4-dioxide

Description	Tirapazamine is an anticancer agent that shows selective cytotoxicity for hypoxic cells in solid tumors, thereby inducing single-and double-strand breaks in DNA, base damage, and cell death.
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer
References	[1]. Cai TY, et al. Tirapazamine sensitizes hepatocellular carcinoma cells to topoisomerase I inhibitors via cooperative modulation of hypoxia-inducible factor-1α. Mol Cancer Ther. 2014 Mar;13(3):630-42. [2]. Sliwinska J, et al. Tirapazamine-doxorubicin interaction referring to heart oxidative stress and Ca2? balance protein levels. Oxid Med Cell Longev. 2012;2012:890826.

Density	1.7±0.1 g/cm3
Boiling Point	493.6±28.0 °C at 760 mmHg
Melting Point	220ºC
Molecular Formula	C₇H₆N₄O₂
Molecular Weight	178.148
Flash Point	252.3±24.0 °C
Exact Mass	178.049072
PSA	89.83000
LogP	-0.31
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.777

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DM0671500

CHEMICAL NAME :: 1,2,4-Benzotriazine, 3-amino-, 1,4-dioxide

CAS REGISTRY NUMBER :: 27314-97-2

BEILSTEIN REFERENCE NO. :: 0179322

LAST UPDATED :: 199712

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C7-H6-N4-O2

MOLECULAR WEIGHT :: 178.17

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 59390 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >36 mg/kg

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Endocrine - other changes Blood - changes in bone marrow (not otherwise specified)

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 89 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 101 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Skin and Appendages - hair Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 19 mg/kg/2W-C

TOXIC EFFECTS :: Related to Chronic Data - death

MUTATION DATA

TYPE OF TEST :: Unscheduled DNA synthesis

TEST SYSTEM :: Rodent - rat Mammary gland

DOSE/DURATION :: 500 umol/L

REFERENCE :: CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 11,1407,1990

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Hazard Codes	Xi: Irritant;
Risk Phrases	36/37/38
Safety Phrases	26-36
RIDADR	NONH for all modes of transport
RTECS	DM0671500

5424-06-6 structure

5424-06-6

~79%

27314-97-2 structure

27314-97-2

Literature: Suzuki, Hitomi; Kawakami, Takehiko Synthesis, 1997 , # 8 p. 855 - 857

20028-79-9 structure

20028-79-9

~75%

27314-97-2 structure

27314-97-2

Literature: Gatenyo, Julia; Johnson, Kevin; Rajapakse, Anuruddha; Gates, Kent S.; Rozen, Shlomo Tetrahedron, 2012 , vol. 68, # 43 p. 8942 - 8944

5424-06-6 structure

5424-06-6

~%

27446-08-8 structure

27446-08-8

27314-97-2 structure

27314-97-2

Literature: Gatenyo, Julia; Johnson, Kevin; Rajapakse, Anuruddha; Gates, Kent S.; Rozen, Shlomo Tetrahedron, 2012 , vol. 68, # 43 p. 8942 - 8944

20028-80-2 structure

20028-80-2

~0%

5424-06-6 structure

5424-06-6

27238-43-3 structure

27238-43-3

27314-97-2 structure

27314-97-2

Detail

Literature: Fuchs; Chowdhury; Barnes; Gates Journal of Organic Chemistry, 2001 , vol. 66, # 1 p. 107 - 114

88-74-4 structure

88-74-4

~%

27314-97-2 structure

27314-97-2

Literature: Fuchs; Chowdhury; Barnes; Gates Journal of Organic Chemistry, 2001 , vol. 66, # 1 p. 107 - 114

528-29-0 structure

528-29-0

~%

27314-97-2 structure

27314-97-2

Literature: Suzuki, Hitomi; Kawakami, Takehiko Synthesis, 1997 , # 8 p. 855 - 857

67692-91-5 structure

67692-91-5

~%

27314-97-2 structure

27314-97-2

Literature: Robbins; Schofield Journal of the Chemical Society, 1957 , p. 3186,3191

27446-08-8 structure

27446-08-8

~%

27314-97-2 structure

27314-97-2

Literature: Robbins; Schofield Journal of the Chemical Society, 1957 , p. 3186,3191

20028-80-2 structure

20028-80-2

~%

27314-97-2 structure

27314-97-2

Literature: Fuchs; Chowdhury; Barnes; Gates Journal of Organic Chemistry, 2001 , vol. 66, # 1 p. 107 - 114

Precursor 6
5424-06-6 20028-80-2 88-74-4 528-29-0
67692-91-5 27446-08-8
DownStream 3
5424-06-6 34371-14-7 20028-80-2