2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose

Basic Information

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CAS Number

18883-66-4

Molecular Formula

C8H15N3O7

Molecular Weight

265.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Powder

Melting Point

121 °C (dec.)

Boiling Point

408.44°C (rough estimate)

Refractive Index

1.6500 (estimate)

Specific Rotation

D25 +39°

SMILES

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CN(C(=O)NC1C(C(C(OC1O)CO)O)O)N=O

InChI

InChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1

InChIKey

ZSJLQEPLLKMAKR-GKHCUFPYSA-N

LogP

-2.890899999999999

Topological Polar Surface Area

151.92 Å²

Hydrogen Bond Donor/Acceptor

5 / 10

Complexity

315

Safety Information

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GHS Hazard Pictograms

H350

Hazard Statement

H350 May cause cancer
Carcinogenicity

Hazard Class

Class 9 Class 9

Sensitiveness

Hygroscopic

Toxicity

LD50 in female mice (mg/kg): 360 i.p.; 275 i.v.; in male dogs (mg/kg): 50 i.v. (Iwasaki)

Synonyms & References

English

binds to DNA
NSC757321
66395-18-4
1-Methyl-1-nitroso-3-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-3-yl)urea
Tox21_201859
SBI-0051517.P003
streptozosin
AB00513906
A937380
DB00428
2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose
NCGC00256594-01
IDI1_000531
KBio2_004008
NS00011535
Tox21_302974
Spectrum3_001087
HMS2097C06
MFCD00006607
SPECTRUM1500543
UNII-8H27GUR065
KBio2_006576
NINDS_000531
C8H15N3O7
Spectrum_000960
streptozotocin (stz)
alpha-D-Glucopyranose, 2-deoxy-2-(((methylnitrosoamino)carbonyl)amino)-
SCHEMBL4748
L01AD04
W-201687
Estreptozocina

MDL Number

MFCD00006607

Customs Code

2932999099

FAQ

What is 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose (CAS: 18883-66-4)?

2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose (CAS: 18883-66-4) is a synthetic derivative of glucose. It contains a nitroso group attached to a carbamoyl moiety, making it a key intermediate in pharmaceutical research. This compound is known for its structural similarity to nucleosides and is often used in the study of antiviral and anticancer agents due to its potential biological activity.

What are the main uses of 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose (CAS: 18883-66-4)?

This compound is primarily used in pharmaceutical research for developing antiviral and anticancer drugs. It serves as a building block for synthesizing nucleoside analogs, which are critical in targeting viral replication and cancer cell growth. Additionally, it is used in biochemical studies and as a reagent in organic synthesis processes.

Is 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose (CAS: 18883-66-4) safe?

The safety of 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose (CAS: 18883-66-4) depends on its application and handling. As a chemical intermediate, it may have potential toxicity, so proper protective measures such as gloves and ventilation should be used. Always follow safety standards and guidelines when working with this compound in laboratory settings.

How should 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose (CAS: 18883-66-4) be stored?

This compound should be stored in a cool, dry place away from light. It is best kept in airtight containers at a temperature below 25°C and with low humidity to maintain stability. Avoid exposure to moisture and air to prevent degradation, and always store it in a well-ventilated area to ensure safety.