Procarbazine hydrochloride Chemical Properties

Melting point:

223°C

Density 

8.3 g/cm3

storage temp. 

Inert atmosphere,2-8°C

solubility 

DMSO: ≥18mg/mL

form 

powder

color 

white to tan

Water Solubility 

>=10 g/100 mL at 21.5 ºC

Merck 

14,7758

BCS Class

3/1

CAS DataBase Reference

366-70-1(CAS DataBase Reference)

IARC

2A (Vol. 26, Sup 7) 1987

EPA Substance Registry System

Procarbazine hydrochloride (366-70-1)

Safety Information

Hazard Codes 

T

Risk Statements 

45-61-22-68

Safety Statements 

53-36/37-45

WGK Germany 

3

RTECS 

XS4725000

HS Code 

2928002500

Toxicity

LD50 orally in rats: 785 ±34 mg/kg (Goldenthal)

MSDS

• Language:English Provider:N-(1-Methylethyl)-4-((2-methylhydrazino)methyl)benzamide hydrochloride

Procarbazine hydrochloride Usage And Synthesis

Chemical Properties

Crystalline Solid

Chemical Properties

Procarbazine is a white to pale yellow crystal- line powder with a slight odor.

Uses

Procarbazine hydrochloride USP is used to traet Hodgkin’s disease; non-Hodgkin’s lymphomas; lung cancer.

Uses

Antineoplastic.

Uses

Antineoplastic;DNA replication inhibitor

Definition

ChEBI: A hydrochloride obtained by combining procarbazine with one equivalent of hydrochloric acid. An antineoplastic chemotherapy drug used for treatment of Hodgkin's lymphoma. Metabolism yields azo-procarbazine and hydrogen peroxide, which results in the breaki g of DNA strands.

brand name

Matulane (Sigma-Tau).

General Description

White to pale yellow crystalline powder with a slight odor. Acid to litmus.

General Description

Procarbazine is available in 50-mg tablets for oral administrationin the treatment of Hodgkin’s (part of MOPP) andnon-Hodgkin’s disease, brain cancer, and mycosis fungoides.The major mechanisms of resistance appear to beenhanced activity of DNA-repair enzymes including enhancedO-6-alkylguanine DNA transferase (AGAT),which removes the methyl group from the O-6 of guanine.The agent is rapidly and completely absorbed after oral administrationand extensively metabolized in the liver togive azo-procarbazine followed by further oxidation tomethyldiazine and the aldehyde. The parent drug andmetabolites cross the blood-brain barrier. Elimination occursin the urine mostly as metabolites with an eliminationhalf-life of 1 hour. Myelosuppression is dose limiting, generallypresenting as thrombocytopenia that may be followedby leucopenia. Glucose-6-phosphate dehydrogenasedeficient patients may develop hemolytic anemia duringprocarbazine therapy. Other adverse effects include nausea,vomiting, hypersensitivity, flulike symptoms, amenorrhea,and azoospermia. Central nervous symptom effectsmay be seen, including lethargy, confusion, neuropathies,and seizure.

Air & Water Reactions

In the presence of moisture or in aqueous solution undergoes oxidation by atmospheric oxygen. Water soluble.

Reactivity Profile

Procarbazine hydrochloride is very sensitive to light. Stability is highest in aqueous acid and decreases with increasing pH. Degrades rapidly in alcoholic media and more slowly in aqueous media .

Fire Hazard

Flash point data for Procarbazine hydrochloride are not available; however, Procarbazine hydrochloride is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by an unspecified route. Moderately toxic by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and HCl. Used as a chemotherapeutic agent.

Potential Exposure

Procarbazine is available in capsule form. The primary use of this drug is as an antineoplastic agent in the treatment of advanced Hodgkin’s disease, and oat-cell carcinoma of the lung. The hydrochloride com- pound is used in treatment. The FDA approved use of pro- carbazine hydrochloride in 1969 and indicated that the drug should be used as an adjunct to standard therapy. Possible exposure occurs during manufacture of the drug and direct exposure during its subsequent administration to patients. Some of the metabolites of procarbazine hydrochloride are both carcinostatic and carcinogenic.

Veterinary Drugs and Treatments

In veterinary medicine, procarbazine is used as part of MOPP protocols (mechlorethamine, vincristine, procarbazine, prednisone) to treat lymphomas in dogs and cats. It may be of benefit in treating granulomatous meningoencephalitis (GME) in dogs.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quanti- ties shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

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