Gemcitabine | CAS No. 95058-81-4

Gemcitabine

Basic Information

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CAS Number

95058-81-4

Molecular Formula

C9H11F2N3O4

Molecular Weight

263.2 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 Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

Powder

Melting Point

217.0 to 222.0 deg-C

Boiling Point

482.7°C at 760 mmHg

Density

1.84

Flash Point

245.7 °C

Refractive Index

1.652

Specific Rotation

+65° to 71° (c=1, MeOH)

SMILES

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C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)(F)F

InChI

InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1

InChIKey

SDUQYLNIPVEERB-QPPQHZFASA-N

LogP

-1.2886

Topological Polar Surface Area

110.60000000000001 Å²

Hydrogen Bond Donor/Acceptor

4 / 7

Complexity

426

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

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

Toxicity

LD10 i.v. in rats: 200 mg/m2 (Abbruzzese)

Synonyms & References

English

Gemcitabine
2'-DEOXY-2',2'-DIFLUOROCYTIDINE
4-amino-1-[3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
GEMCITABINE HCL USP
2'-Deoxy-2',2'-difluro cytidine Hydrochloride
2'-Deoxy-2',2'-difluoro-D-cytidine
2''-DEOXY-2'',2''-DIFLUOROCYTIDINE(GEMCITABINE)
2',2'-Difluorodeoxycytidine
1-(2-deoxy-2,2-difluoro-β-D-erythropentofuranosyl)cytosine
Gemcitabine (as HCl)
Gemcitabine(dFdC, dFdCyd,LY-188011,NSC 613327)
LY 188011
LY-188011
NSC 613327
Cytidine, 2'-deoxy-2',2'-difluoro-
Gamcitabine
DFdCyd
dFdC
LY188011
Gemcitabinum [INN-Latin]
Gemcitabina [INN-Spanish]
4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
DDFC
B76N6SBZ8R
2',2'-difluoro-2'-deoxycytidine
4-Amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
SDUQYLNI
2′-Deoxy-2′,2′-difluorocytidine (ACI)
2′,2′-Difluoro-2′-deoxycytidine
2′,2′-Difluorodeoxycytidine
DFdC

MDL Number

MFCD00869720

FAQ

What is Gemcitabine (CAS: 95058-81-4)?

Gemcitabine is a chemotherapy drug with the chemical formula C9H14N2O4. It is a nucleoside analog used to treat various cancers, including pancreatic, lung, and breast cancer. Gemcitabine works by inhibiting DNA synthesis, thereby slowing or stopping the growth of cancer cells. It is commonly available as a white crystalline powder and is known for its solubility in water and DMSO.

What are the main uses of Gemcitabine (CAS: 95058-81-4)?

Gemcitabine is primarily used in oncology to treat solid tumors such as pancreatic, non-small cell lung, and breast cancers. It is also employed in combination therapy for bladder cancer and has been researched for use in other malignancies. As a nucleoside analog, Gemcitabine is effective in disrupting DNA replication in rapidly dividing cells, making it a key component in cancer treatment protocols.

Is Gemcitabine (CAS: 95058-81-4) safe?

Gemcitabine is generally considered safe when used under medical supervision, but it can cause side effects such as nausea, fatigue, and myelosuppression. Proper handling and administration are essential to minimize risks. Safety standards for Gemcitabine are well-established, and it is classified as a chemotherapy agent with specific precautions for healthcare professionals and patients.

How should Gemcitabine (CAS: 95058-81-4) be stored?

Gemcitabine should be stored in a cool, dry place away from direct light. It is typically kept at a temperature between 2°C to 8°C and requires protection from moisture. The compound is usually stored in a sealed container to maintain its stability and potency over time.