Tirapazamine | CAS No. 27314-97-2

Tirapazamine

Basic Information

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CAS Number

27314-97-2

Molecular Formula

C7H6N4O2

Molecular Weight

178.15 g/mol

EINECS

636-678-5

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

orange to dark orange-red

Melting Point

220°C dec.

Boiling Point

493.6±28.0 °C(Predicted)

Density

1.68±0.1 g/cm3(Predicted)

Flash Point

252.3 °C

Solubility

DMSO: soluble10mg/mL, clear

Refractive Index

1.777

SMILES

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C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]

InChI

InChI=1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)

InChIKey

ORYDPOVDJJZGHQ-UHFFFAOYSA-N

LogP

1.25520

pKa

1.51±0.30(Predicted)

Complexity

191

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

Win-59075
NSC-130181
WIN 59075
BDBM50226806
BCP0726000167
DB04858
BCP03663
HY-13767
NCGC00390788-04
Tirazone
SCHEMBL4048
MFCD00132954
J-016728
4-hydroxy-3-imino-3,4-dihydro-1,2,4-benzotriazin-1-ium-1-olate
3-Amino-1,2,4-benzotriazine-1,4-dioxide
1,2,4-benzotriazin-3-amine,1,4-dioxide
AS-64112
1,2,4-Benzotriazin-3-amine 1,4-Dioxide
Win59075
SCHEMBL4049
FT-0661586
AKOS037645846
4-26-00-01120 (Beilstein Handbook Reference)
ORYDPOVDJJZGHQ-UHFFFAOYSA-N
4-hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine
TIRAPAZAMINE [MART.]
NS00068690
SR-259075
TIRAPAZAMINE
1UD32YR59G
TIRAPAZAMINE [WHO-DD]

MDL Number

MFCD00132954

EC Number

636-678-5

Customs Code

2933.99.7500

FAQ

What are the physical and chemical properties of Tirapazamine (CAS: 27314-97-2)?

Tirapazamine (CAS: 27314-97-2) is a crystalline compound with a molecular weight of approximately 326.32 g/mol. It is sparingly soluble in water and ethanol. Chemically, it is known to have low reactivity, making it stable under typical storage conditions. Its solubility in water is around 1 mg/mL at 25°C, and it is stable under basic and acidic conditions.

How is Tirapazamine (CAS: 27314-97-2) typically synthesized?

Tirapazamine (CAS: 27314-97-2) is synthesized via a multi-step process involving the installation of a nitro group followed by reduction, followed by the installation of an amino group. The synthesis typically uses sodium borohydride as a reducing agent and proceeds with good yield. The reaction conditions are optimized to ensure high purity and selectivity.

What industries use Tirapazamine (CAS: 27314-97-2)?

Tirapazamine (CAS: 27314-97-2) is primarily used in the pharmaceutical industry for its antineoplastic properties. It is also studied in the field of biomedical engineering for its potential applications in improving oxygen delivery in hypoxic tissues.

What precautions should be taken when handling Tirapazamine (CAS: 27314-97-2)?

Tirapazamine (CAS: 27314-97-2) should be handled in a well-ventilated area, preferably in a fume hood. Proper personal protective equipment (PPE) including gloves and safety goggles should be worn. Spills should be cleaned up using appropriate absorbent materials, and the area should be flushed with water. The safety data sheet (SDS) should be consulted for detailed handling and disposal information.