CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid |
|---|---|
| Color/Form | Crystals from water, pH = 8.5 |
| Melting Point | 168.64 °C |
| Solubility | 15.3 g/L |
| LogP | -1.4 |
| Optical Rotation | Crystals from water-acetone, mp 287-292 °C (dec). Specific optical rotation = +48 deg at 25 °C/D; +257.9 deg at 365 °C (c = 1.0 in deuterated water). UV max (water): 232, 268 nm (epsilon 7960, 9360). /Hydrochloride/ |
| Dissociation Constants | 3.6 |
| Other Experimental Properties | White to off-white solid. MW: 299.66. Soluble in water, slightly soluble in methanol, and practically insoluble in ethanol and polar solvents. /Hydrochloride/ |
COMPUTED DESCRIPTORS
| Molecular Weight | 263.20 g/mol |
|---|---|
| XLogP3 | -1.5 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 263.07176216 g/mol |
| Monoisotopic Mass | 263.07176216 g/mol |
| Topological Polar Surface Area | 108 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 426 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Gemcitabine is a 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer. It has a role as a photosensitizing agent, a DNA synthesis inhibitor, a prodrug, an EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor, an environmental contaminant, a xenobiotic, a radiosensitizing agent, an antineoplastic agent, an antimetabolite, an antiviral drug and an immunosuppressive agent. It is an organofluorine compound and a pyrimidine 2'-deoxyribonucleoside.