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Procarbazine
drug data and news
Procarbazine drug data, resources, and news articles (when available). Onconews.org provides news on cancer research. This section, which includes profiles on medicines that may or not be cancer-related is in beta form. If things run smoothly we will be releasing a new format late in the summer of 2006.
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| Generic name | Procarbazine | ||
| Brand Names/Synonyms | CCRIS 2389; CHEMBANK3199; HSDB 3250; IBZ; Ibenzmethyzin; Ibenzmethyzine; Ibenzmethyzine Hydrochloride; MBH; MIH; Matulane; Mih Hydrochloride; NSC-77213; Nathulane; Natulan; Natulan Hydrochloride; Natulanar; Natunalar; PCB; PCX; Pcb Hydrochloride; Procarbazin; Procarbazin [German]; Procarbazina [Inn-Spanish]; Procarbazine; Procarbazine Hydrochloride; Procarbazinum [Inn-Latin]; Ro 4 6467/1 | ||
| Indication | For use with other anticancer drugs for the treatment of stage III and stage IV Hodgkin's disease. | ||
| Sponsored links | Description | Not Available | |
| Pharmacology | Procarbazine is an antineoplastic in the class of alkylating agents and is used to treat various forms of cancer. Alkylating agents are so named because of their ability to add alkyl groups to many electronegative groups under conditions present in cells. They stop tumor growth by cross-linking guanine bases in DNA double-helix strands - directly attacking DNA. This makes the strands unable to uncoil and separate. As this is necessary in DNA replication, the cells can no longer divide. In addition, these drugs add methyl or other alkyl groups onto molecules where they do not belong which in turn inhibits their correct utilization by base pairing and causes a miscoding of DNA. Procarbazine is cell-phase specific for the S phase of cell division. | ||
| Mechanism Of Action | The precise mode of cytotoxic action of procarbazine has not been clearly defined. There is evidence that the drug may act by inhibition of protein, RNA and DNA synthesis. Studies have suggested that procarbazine may inhibit transmethylation of methyl groups of methionine into t-RNA. The absence of functional t-RNA could cause the cessation of protein synthesis and consequently DNA and RNA synthesis. In addition, procarbazine may directly damage DNA. Hydrogen peroxide, formed during the auto-oxidation of the drug, may attack protein sulfhydryl groups contained in residual protein which is tightly bound to DNA. | ||
| Procarbazine News (When available) |
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| Dosage Forms | CAPSULE | ||
| Drug_Category | Antineoplastic Agents; ATC:L01XB01 | ||
| Absorption | Procarbazine is rapidly and completely absorbed. | ||
| Interactions | Interactions for Procarbazine: To minimize CNS depression and possible potentiation, barbiturates, antihistamines, narcotics, hypotensive agents or phenothiazines should be used with caution. Ethyl alcohol should not be used since there may be an Antabuse (disulfiram)-like reaction. Because Matulane exhibits some monoamine oxidase inhibitory activity, sympathomimetic drugs, tricyclic antidepressant drugs (e.g., amitriptyline HCl, imipramine HCl) and other drugs and foods with known high tyramine content, such as wine, yogurt, ripe cheese and bananas, should be avoided. A further phenomenon of toxicity common to many hydrazine derivatives is hemolysis and the appearance of Heinz-Ehrlich inclusion bodies in erythrocytes. No cross-resistance with other chemotherapeutic agents, radiotherapy or steroids has been demonstrated. | ||
| Toxicity | Oral, rat LD50: 785 mg/kg | ||
| Organisms Affected | Humans and other mammals | ||
| Chemical IUPAC Name | N-(1-methylethyl)-4-[(N'-methylhydrazino)methyl]benzamide | ||
| Chemical Formula | C12H19N3O | ||
| Molecular Weight | 221.299 g/mol | ||
| Smiles String | CC(C)NC(=O)C1=CC=C(C=C1)CNNC | ||
| Melting Point | 223 °C | ||
| Water Solubility | 1420 mg/L | ||
| State | Solid | ||
| LogP/Hphobicity | 1.234 | ||
| Isoelectric Point | Not Available | ||
| Biotransformation | Procarbazine is metabolized primarily in the liver and kidneys. The drug appears to be auto-oxidized to the azo derivative with the release of hydrogen peroxide. The azo derivative isomerizes to the hydrazone, and following hydrolysis splits into a benzylaldehyde derivative and methylhydrazine. The methylhydrazine is further degraded to CO2 and CH4 and possibly hydrazine, whereas the aldehyde is oxidized to N-isopropylterephthalamic acid, which is excreted in the urine. | ||
| Half Life | 10 minutes | ||
| Protein Binding [%] | Not Available | ||
| RxList Link | RXlist | ||
| Sponsored links | |||
| Drug Reference |
http://www.drugs.com/cons/Procarbazine.html http://www.rxlist.com/cgi/generic3/procarb.htm | ||
| Drug Type | Approved Drug | ||
| Accession No | APRD00695 | ||
| CAS Registry Number | 671-16-9 | ||
| KEGG Compound ID | C07402 | ||
| PubChem ID | SID:349848 | ||
| PharmGKB ID | PA451112 | ||
| SwissProt ID | Not Available | ||
| GenBank ID | Not Available | ||
| Drug ID Number [DIN] | 12750 |
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