Procarbazine HCl (NSC-77213)

Alias: NSC-77213 HCl; CB 400-497; NSC-77213; Ro 4-6467; CB 400497; NSC77213; Ro4-6467;CB-400-497; NSC77213; Ro4-6467; Ro 4-6467/1; Procarbazine Hydrochloride; PCB Hydrochloride; PCZ; Procarbazin; Matulane; Natulan; Natulanar; Natunalar
Cat No.:V1446 Purity: ≥98%
Procarbazine HCl (formerly NSC77213; Ro4-6467;CB-400-497; PCB; PCZ; Matulane; Natulanar), the hydrochloride salt form of procarbazine, is ananticancer chemotherapeutic medication approved for the treatment of Hodgkins lymphoma and certain brain cancers.
Procarbazine HCl (NSC-77213) Chemical Structure CAS No.: 366-70-1
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Procarbazine HCl (NSC-77213):

  • Procarbazine (NSC-77213)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Procarbazine HCl (formerly NSC77213; Ro4-6467; CB-400-497; PCB; PCZ; Matulane; Natulanar), the hydrochloride salt form of procarbazine, is an anticancer chemotherapeutic medication approved for the treatment of Hodgkin's lymphoma and certain brain cancers.

Biological Activity I Assay Protocols (From Reference)
ln Vitro

Procarbazine plus Cu(II) induces lesions at the 5'-ACG-3' sequence, complementary to a p53 gene hotspot, and the 5'-TG-3' sequence that are formamidopyrimidine-DNA glycosylase-sensitive and piperidine-labile. Procarbazine damages DNA by generating methyl radicals and the Cu(I)-hydroperoxo complex non-enzymatically. [1] Procarbazine is mutagenic in a number of organs following high dose treatment and has a potent clastogenic effect in hematopoietic cells.[2]

ln Vivo
Procarbazine significantly reduces the weight of the testicles and epididyma, as well as haploid cells and spermatogenic arrest. These effects show variation in the test golden hamster population.[3] In brown adipose tissue, procarbazine causes a dose-dependent potentiation of MAO A. The elevation is more noticeable after monomethylhydrazine, with activity in rat homogenates reaching 350% of that in control homogenates. This amine's metabolism is decreased by procarbazine or monomethylhydrazine to an extent that is comparable to what was found ex vivo in blood vessel homogenates.[4] Procarbazine is a broad-spectrum carcinogen in rodents and monkeys, resulting in tumors of the nervous system, lung, mammary gland, and hematopoietic system. It is also mutagenic, clastogenic, and teratogenic in a variety of test systems of differing complexity. Under complex metabolic conditions, procarbazine in vivo produces a variety of chemically reactive species, such as free radicals and methylating agents.[5]
Cell Assay
Cell Line: L1210 cells
Concentration: 5 and 20 nM
Incubation Time: 1 hour
Result: Showed 99.3% and 99.9% survival of cells at 5 mM and 20 mM, respectively.
Animal Protocol
Male muta mouse (7–8 weeks old)
50 and 150 mg/kg
Intraperitoneal injection; 50 and 150 mg/kg; once daily; 5 days
References

[1]. Mutat Res . 2003 Aug 5;539(1-2):145-55.

[2]. Mutat Res . 1999 Aug 18;444(2):269-81.

[3]. Arch Androl . 2002 Mar-Apr;48(2):91-100.

[4]. J Pharm Pharmacol . 1995 Oct;47(10):837-45.

[5]. Carcinogenesis . 1997 Nov;18(11):2191-6.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H19N3O.HCL
Molecular Weight
257.76
Exact Mass
221.15
Elemental Analysis
C, 55.92; H, 7.82; Cl, 13.75; N, 16.30; O, 6.21
CAS #
366-70-1
Related CAS #
671-16-9
Appearance
Solid powder
SMILES
CC(C)NC(=O)C1=CC=C(C=C1)CNNC.Cl
InChi Key
DERJYEZSLHIUKF-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H19N3O.ClH/c1-9(2)15-12(16)11-6-4-10(5-7-11)8-14-13-3;/h4-7,9,13-14H,8H2,1-3H3,(H,15,16);1H
Chemical Name
4-[(2-methylhydrazinyl)methyl]-N-propan-2-ylbenzamide;hydrochloride
Synonyms
NSC-77213 HCl; CB 400-497; NSC-77213; Ro 4-6467; CB 400497; NSC77213; Ro4-6467;CB-400-497; NSC77213; Ro4-6467; Ro 4-6467/1; Procarbazine Hydrochloride; PCB Hydrochloride; PCZ; Procarbazin; Matulane; Natulan; Natulanar; Natunalar
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: <1 mg/mL
Water: ~52 mg/mL (~201.7 mM)
Ethanol: ~52 mg/mL (~201.7 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.8796 mL 19.3979 mL 38.7958 mL
5 mM 0.7759 mL 3.8796 mL 7.7592 mL
10 mM 0.3880 mL 1.9398 mL 3.8796 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00887146 Recruiting Drug: procarbazine
Drug: CCNU
Brain and Central Nervous
System Tumors
Alliance for Clinical Trials
in Oncology
September 2009 Phase 3
NCT03495960 Recruiting Drug: Rituximab
Drug: Procarbazine
Primary Central Nervous System
Lymphoma
International Extranodal
Lymphoma Study Group
(IELSG)
June 15, 2019 Phase 2
NCT05425654 Recruiting Drug: Rituximab, Methotrexate,
Vincristine, Procarbazine,
Lenalidomide
Primary CNS Lymphoma National Research Center for
Hematology, Russia
May 17, 2021 Phase 2
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