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ChemicalBook >> CAS DataBase List >>Isopropyl-α-[2-methylhydrazino]-p-toluamide

Isopropyl-α-[2-methylhydrazino]-p-toluamide

CAS No.
671-16-9
Chemical Name:
Isopropyl-α-[2-methylhydrazino]-p-toluamide
Synonyms
PROCARBAZINE;Procarbazin;pcx;MIH;Natulan;natulane;RO 4-6467;cb400-497;Nathulane;Natulanar
CBNumber:
CB4185420
Molecular Formula:
C12H19N3O
Molecular Weight:
221.3
MDL Number:
MFCD00866411
MOL File:
671-16-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:38:29
Product description Number Pack Size Price
Procarbazine 95% AA00IBLI 250mg $169
Procarbazine 95% AA00IBLI 1g $175
Procarbazine 95% AA00IBLI 5g $362
Procarbazine 95+% CD33000158 1g $363
Procarbazine 95+% CD33000158 1g $363
More product size

Isopropyl-α-[2-methylhydrazino]-p-toluamide Properties

Boiling point 362.36°C (rough estimate)
Density 1.0490 (rough estimate)
refractive index 1.5290 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka pKa 6.8(H2O,I=0.1) (Uncertain)
CAS DataBase Reference 671-16-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 35S93Y190K
Proposition 65 List Procarbazine
ATC code L01XB01
NIST Chemistry Reference Benzamide, n-(1-methylethyl)-4-[(2-methylhydrazino)methyl]-(671-16-9)
EPA Substance Registry System Procarbazine (671-16-9)

Pharmacokinetic data

Excreted unchanged in urine 5%
Biological half-life 10 minutes / Increased

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H315-H319-H335-H351-H361
Precautionary statements  P261-P305+P351+P338
Hazardous Substances Data 671-16-9(Hazardous Substances Data)
Toxicity A substituted hydrazine developed and used as an antineoplastic agent. It has been found to be carcinogenic in several species, the mechanism being, presumably and by analogy with 1,2-dimethyl hydrazine, the release of the methyl carbonium ion. This compound is also known to be immunosuppressive and to have adverse effects on the reproductive system.

Isopropyl-α-[2-methylhydrazino]-p-toluamide price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
aablocks AA00IBLI Procarbazine 95% 671-16-9 250mg $169 2026-05-29 Buy
aablocks AA00IBLI Procarbazine 95% 671-16-9 1g $175 2026-05-29 Buy
aablocks AA00IBLI Procarbazine 95% 671-16-9 5g $362 2026-05-29 Buy
Crysdot CD33000158 Procarbazine 95+% 671-16-9 1g $363 2026-05-27 Buy
Crysdot CD33000158 Procarbazine 95+% 671-16-9 1g $363 2026-05-20 Buy
Product number Packaging Price Buy
AA00IBLI 250mg $169 Buy
AA00IBLI 1g $175 Buy
AA00IBLI 5g $362 Buy
CD33000158 1g $363 Buy
CD33000158 1g $363 Buy

Isopropyl-α-[2-methylhydrazino]-p-toluamide Chemical Properties,Uses,Production

Chemical Properties

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

Uses

Procarbazine was initially synthesized as an MAO inhibitor. However, it was discovered later on that it has ability to act as an alkylating agent and inhibit DNA, RNA, and protein synthesis. Along with this, there is an opinion that procarbazine accumulates in cancerous tissue and generates peroxide and hydroperoxide radicals in cells, which imitates the effect of ionizing radiation. It is used for malignant tumors of lymphatic tissue, brain tumors, lung tumors, and Hodgkin’s disease. A synonym of this drug is natulan.

Uses

antibacterial

Definition

ChEBI: A benzamide obtained by formal condensation of the carboxy group of 4-[(2-methylhydrazino)methyl]benzoic acid with the amino group of isopropylamine. An antineoplastic chemotherapy drug used for treatment of Hodgkin's lymphoma. Metabolism yields azo-procar azine and hydrogen peroxide, which results in the breaking of DNA strands.

Indications

Procarbazine exhibits an interesting interaction with ethanol, resulting in headaches, diaphoresis, and facial erythema; patients taking this drug should be forewarned to abstain from alcohol. Procarbazine is also a monoamine oxidase (MAO) inhibitor and may potentiate the effects of drugs that are substrates for this enzyme.

Indications

Procarbazine (Matulane) may autooxidize spontaneously, and during this reaction hydrogen peroxide and hydroxyl free radicals are generated. These highly reactive products may degrade DNA and serve as one mechanism of procarbazine-induced cytotoxicity. Cell toxicity also may be the result of a transmethylation reaction that can occur between the N-methyl group of procarbazine and the N7 position of guanine.

brand name

Matulane (Sigma-Tau).

Mechanism of action

Procarbazine is rapidly absorbed after oral administration and has a plasma half-life of only 10 minutes. The drug crosses the blood-brain barrier, reaching levels in CSF equal to those obtained in plasma. Metabolism is extensive and complex. Urinary excretion accounts for 70% of the procarbazine and its metabolites lost during the first 24 hours after drug administration.

Clinical Use

When originally tested as a single agent in advanced Hodgkin’s disease, procarbazine produced tumor regression responses that were brief, usually lasting only 1 to 3 months. The combination of procarbazine with mechlorethamine, vincristine, and prednisone in the MOPP regimen, however, resulted in an 81% complete remission rate in Hodgkin’s disease. Most of these patients are considered cured. Procarbazine is also used in various combination chemotherapy protocols for non- Hodgkin’s lymphomas and small cell anaplastic (oat cell) carcinoma of the lung. Limited antitumor effects have been observed against multiple myeloma, melanoma, and non–oat cell lung cancers.

Side effects

The major side effects associated with procarbazine therapy are nausea and vomiting, leukopenia, and thrombocytopenia. Skin rashes have been reported, as have rare cases of allergic interstitial pneumonia. Procarbazine administration produces a high degree of chromosomal breakage, and the compound is mutagenic, teratogenic, and carcinogenic in experimental systems.
Procarbazine may potentiate the effects of tranquilizers and hypnotics. Hypertensive episodes can result if procarbazine is administered simultaneously with adrenomimetic drugs or with tyramine-containing foods. Rarely, a reaction to alcohol similar to that provoked by disulfiram may occur.

Synthesis

Procarbazine, 1-methyl-2-(n-isopropylcarbamoylbenzyl)-hydrazine (30.6.8), is synthesized from 1,2-bis-(benzyloxycarbonyl)-1-methylhydrazine, which is alkylated by the methyl ester of 4-bromomethylbenzoic acid in the presence of sodium hydride, which forms 1,2-bis(benzyloxycarbonyl)-1-methyl-2-(p-carbomethoxy)benzylhydrazine (30.6.6). The carbomethoxy group of this molecule is hydrolyzed by sodium hydroxide, and the resulting carboxyl group is transformed into a acid chloride group, followed by a reaction of this product with isopropylamine gives 1,2-bis-(binzyloxycarbonyl)-1-methyl-2-(p-isopropylcarbamoyl)benzylhydrazine (30.6.7). Hydrolyzis of the benzyloxycarbonyl group in the resulting compound with hydrogen bromide in acetic acid gives the desired procarbazine (30.6.8).

Synthesis_671-16-9

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.

Drug interactions

Potentially hazardous interactions with other drugs
Alcohol: may produce a disulfiram reaction.
Antipsychotics: avoid concomitant use with clozapine (increased risk of agranulocytosis).

Carcinogenicity

Procarbazine and procarbazine hydrochloride are reasonably anticipated to be human carcinogens based on sufficient evidence of carcinogenicity from studies in experimental animals. The names “procarbazine” and “procarbazine hydrochloride” are used interchangeably in published studies; because only procarbazine hydrochloride is produced, it has been assumed that procarbazine hydrochloride was the substance under study.

Metabolism

Procarbazine is metabolised to an active alkylating agent by microsomal enzymes in the liver and kidneys and only about 5% is excreted unchanged in the urine. The remainder is oxidised to N-isopropylterephthalamic acid and excreted in the urine, with up to 70% of a dose recovered in the urine after 24 hours.

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.

Isopropyl-α-[2-methylhydrazino]-p-toluamide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 81)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Longyu Biotechnology Co., Ltd.
info@longyupharma.com China 2430 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29792 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32466 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
AFINE CHEMICALS LIMITED
+86-571-85134551 info@afinechem.com China 15079 58
Baoji Guokang Healthchem co.,ltd
+8615604608665 15604608665 dominicguo@gk-bio.com CHINA 9414 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 +8617705817739 info@dycnchem.com China 52704 58
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
+8617731987558 xingjiu@xingjiubiotech.com China 989 58
Shaanxi Didu New Materials Co. Ltd
+86-86-17392712779 +8617792793228 1090@dideu.com China 8660 58
Hebei Chuanghai Biotechnology Co., Ltd
+8615531151365 mina@chuanghaibio.com China 18126 58

View Lastest Price from Isopropyl-α-[2-methylhydrazino]-p-toluamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Procarbazine free base pictures 2026-05-11 Procarbazine free base
671-16-9
$1520.00-2500.00 10g TargetMol Chemicals Inc.
Procarbazine free base pictures 2025-07-30 Procarbazine free base
671-16-9
$1520.00-2500.00 10g TargetMol Chemicals Inc.
Isopropyl-α-[2-methylhydrazino]-p-toluamide pictures 2023-03-27 Isopropyl-α-[2-methylhydrazino]-p-toluamide
671-16-9
$5.00 1KG 0.99 20tons XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
natulane Isopropyl-α-[2-methylhydrazino]-p-toluamide Benzamide, N-(1-methylethyl)-4-[(2-methylhydrazinyl)methyl]- Ro 4-6467/1 n-(1-methylethyl)-4-((2-methylhydrazino)methyl)benzamide 1-Methyl-2-(p-(isopropylcarbamoyl)benzyl)hydrazine 2-(p-Isopropylcarbamoylbenzyl)-1-methylhydrazine 4-((2-Methylhydrazino)methyl)-N-isopropylbenzamide Benzamide, N-(1-methylethyl)-4-[(2-methylhydrazino)methyl]- p-(2-methylhydrazinomethyl)-n-isopropylbenzamide p-(n’-methylhydrazinomethyl)-n-isopropylbenzamide PCB hydrochloride pcx p-Toluamide, N-isopropyl-alpha-(2-methylhydrazino)- RO 4-6467 n-(1-Methylethyl)-4 N-(3-Isopropylideneacetonyl)-4-pyridinecarbohydrazonic acid N-Isopropyl-α-(2-methylhydrazino)-p-toluamide N-Isopropyl-4-((2-methylhydrazinyl)methyl)benzamide N-Isopropyl-4-((2-methylhydrazinyl) cb400-497 ibenzmethyzin Ibenzmethyzine MIH MIH hydrochloride n-(1-methylethyl)-4-((2-methylhydrazino)methyl)-benzamid n-(1-methylethyl)-4-((2-methylhydrazino)methyl-benzamid n-4-isopropylcarbamoylbenzyl-n’-methylhydrazine Nathulane Natulan Natulanar N-Isopropyl-4-[(2-methylhydrazino)methyl]benzamide n-isopropyl-alpha-(2-methylhydrazino)-p-toluamid N-Isopropyl-alpha-(2-methylhydrazino)-p-toluamide Procarbazine USP/EP/BP Procarbazine free base Isopropyl-α-[2-methylhydrazino]-p-toluamide PROCARBAZINE Procarbazin 671-16-9 C12H19N3O Active Pharmaceutical Ingredients CEFZIL
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