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Home > Encyclopedia > Procarbazine hydrochloride

Procarbazine hydrochloride

pharmaceutical raw materials
Procarbazine hydrochloride structure

Procarbazine hydrochloride 

structure
  • CAS No:

    366-70-1

  • Formula:

    C12H19N3O.ClH

  • Chemical Name:

    Procarbazine hydrochloride

  • Synonyms:

    Benzamide,N-(1-methylethyl)-4-[(2-methylhydrazinyl)methyl]-,hydrochloride (1:1);p-Toluamide,N-isopropyl-α-(2-methylhydrazino)-,monohydrochloride;Benzamide,N-(1-methylethyl)-4-[(2-methylhydrazino)methyl]-,monohydrochloride;NSC 77213;Ibenzmethyzine hydrochloride;Ibenzmethyzin hydrochloride;IBZ;2-[p-(Isopropylcarbamoyl)benzyl]-1-methylhydrazine hydrochloride;N-Isopropyl-p-(2-methylhydrazinomethyl)benzamide hydrochloride;N-Isopropyl-α-(2-methylhydrazino)-p-toluamide hydrochloride;MBH;1-Methyl-2-[p-(isopropylcarbamoyl)benzyl]hydrazine hydrochloride;Natulan;Natulan hydrochloride;Procarbazine hydrochloride;Ro 4-6467;Matulane;Natulanar;MIH hydrochloride;Ro 4 6467/1;NCI-C 01810;Nathulane;PCB hydrochloride;Indicarb

  • Categories:

    Biochemical Engineering  >  Inhibitors

Description

Procarbazine Hydrochloride is an alkylating agent, with anticancer activity.


Procarbazine hydrochloride is a white to pale yellow crystalline powder with a slight odor. Acid to litmus. (NTP, 1992)


Procarbazine hydrochloride is a white to pale yellow crystalline powder with a slight odor. Acid to litmus. (NTP, 1992)|Procarbazine hydrochloride is 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 breaking of DNA strands. It has a role as an antineoplastic agent. It contains a procarbazine(1+).|Procarbazine Hydrochloride is the hydrochloride salt of a methylhydrazine derivative with antineoplastic and mutagenic activities. Although the exact mode of cytotoxicity has not been elucidated, procarbazine, after metabolic activation, appears to inhibit the trans-methylation of methionine into transfer RNA (t-RNA), thereby preventing protein synthesis and consequently DNA and RNA synthesis. This agent may also undergo auto-oxidation, resulting in the formation of cytotoxic free radicals which damage DNA through an alkylation reaction.|An antineoplastic agent used primarily in combination with mechlorethamine, vincristine, and prednisone (the MOPP protocol) in the treatment of Hodgkin's disease.

Procarbazine hydrochloride Basic Attributes

257.76

257.129486

206-678-6

XH0NPH5ZX8

77213

DTXSID3021190

C773

2928000090

Characteristics

53.2

white to tan

8.3 g/cm3

223-226 °C

384.6°C at 760 mmHg

148.9ºC

H2O: >=10 g/100 mL at 21.5 ºC;DMSO: ≥18mg/mL

-20°C Freezer

8.4X10-7 mm Hg @ 25 deg C /Estimated/

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

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

Amides and Imides

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 (NTP, 1992).

Safety Information

2811

3

45-61-22-68

53-36/37-45

XS4725000

T

Procarbazine hydrochloride is unstable in aqueous solution. /Procarbazine hydrochloride/

P201-P280-P301 + P312 + P330-P308 + P313

H302-H341-H350-H360

Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs you should dampen the solid spill material with water and transfer the dampened material to a suitable container Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Drug Information

Drug: Beacopp|Drug: Copp|Drug: Copp-abv|Drug: Procarbazinehydrochloride|Drug: Oppa|Drug: Pcv

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

SYMPTOMS: Symptoms of exposure to this compound may include nausea, vomiting, leukopenia and thrombocytopenia. Other symptoms include somnolence, lethargy, hallucinations, confusion, agitation, cerebellar ataxia, paresthesias, myalgia, decrease of deep tendon reflexes, hypotension and allergic skin reactions. Exposure may cause arthralgia, fever, weakness, dermatitis, coma, alopecia and convulsions. It may also cause anorexia, stomatitis, diarrhea, drowsiness and depression. Other symptoms include bone marrow depression, hemolysis, bleeding tendencies, psychoses, dizziness, peripheral neuropathy, tremors, flu-like syndrome, pulmonary reactions, tachycardia, ocular defects such as blurred vision and papilledema, impaired liver function, shortness of breath, pneumonitis and productive cough. It may also cause reversible depression of peripheral leukocyte and platelet counts, optic neuroretinitis and pulmonary eosinophilia. Other symptoms include hemolytic anemia, dry mouth, dysphagia, constipation, fatigue pruritus, herpes, hyperpigmentation, flushing, intercurrent infections, pleura effusion, edema, jaundice, headache, apprehension, nervousness, inability to focus, insomnia, pyrexia, hypersensitivity reactions, hemorrhage, pancytopenia eosinophilia, petechiae, purpura, epistaxis, hemoptysis, hematemesis, melena, nystagmus, urticaria, hearing loss, diaphoresis, chills, hoarseness, slurred speech, enteritis, nightmares, falling, unsteadiness, abdominal pain, syncope, retinal hemorrhage, photophobia, diplopia, hematuria, urinary frequency, nocturia, foot drop and fetal harm. Exposure to this compound and alcohol can cause flushing of the head and neck, palpitations, sweating, hypotension and dyspnea. ACUTE/CHRONIC HAZARDS: This compound is readily and almost completely absorbed after ingestion. When heated to decomposition it emits very toxic fumes of nitrogen oxides and hydrogen chloride. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

Hydrochloride, Procarbazine

Procarbazine hydrochloride Use and Manufacturing

Uses

Antineoplastic;DNA replication inhibitor

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:257.76
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:257.1294900
Monoisotopic Mass:257.1294900
Topological Polar Surface Area:53.2
Heavy Atom Count:17
Complexity:210
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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