Procarbazine hydrochloride structure, CAS 366-70-1

Procarbazine hydrochloride

CAS Number366-70-1

SynonymsN-Isopropyl-4-[(2-methylhydrazino)methyl]benzamide hydrochloride (1:1); 4-[(2-methylhydrazinyl)methyl]-N-propan-2-ylbenzamide,hydrochloride; N-(1-Methylethyl)-4-[(2-methylhydrazinyl)methyl]benzamide hydrochloride; MFCD00072082; Procarbazine hydrochloride; 4-[(2-methylhydrazinyl)methyl]-N-(propan-2-yl)benzamide hydrochloride (1:1); benzamide, N-(1-methylethyl)-4-[(2-methylhydrazino)methyl]-, monohydrochloride; Benzamide, N-(1-methylethyl)-4-[(2-methylhydrazinyl)methyl]-, hydrochloride (1:1); Procarbazine HCl; EINECS 206-678-6; p-Toluamide, N-isopropyl-α- (2-methylhydrazino)-, monohydrochloride; Procarbazine (Hydrochloride)

Molecular FormulaC12H20O1N3Cl1

Molecular Weight257.76

Purity99%

Density

Boiling Point384.6ºC at 760 mmHg

Melting Point223ºC

Flash Point

AppearanceWhite to light yellow crystalline powder

EINECS

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9012133 Purity: 99%
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Chemical & Physical Properties
CAS Number366-70-1
Catalog No.2A-9012133
Chinese Name盐酸甲基苄肼
SynonymsN-Isopropyl-4-[(2-methylhydrazino)methyl]benzamide hydrochloride (1:1); 4-[(2-methylhydrazinyl)methyl]-N-propan-2-ylbenzamide,hydrochloride; N-(1-Methylethyl)-4-[(2-methylhydrazinyl)methyl]benzamide hydrochloride; MFCD00072082; Procarbazine hydrochloride; 4-[(2-methylhydrazinyl)methyl]-N-(propan-2-yl)benzamide hydrochloride (1:1); benzamide, N-(1-methylethyl)-4-[(2-methylhydrazino)methyl]-, monohydrochloride; Benzamide, N-(1-methylethyl)-4-[(2-methylhydrazinyl)methyl]-, hydrochloride (1:1); Procarbazine HCl; EINECS 206-678-6; p-Toluamide, N-isopropyl-α- (2-methylhydrazino)-, monohydrochloride; Procarbazine (Hydrochloride)
Molecular FormulaC12H20O1N3Cl1
Molecular Weight257.76
Purity99
Boiling Point384.6ºC at 760 mmHg
Melting Point223ºC
AppearanceWhite to light yellow crystalline powder
Water Solubility≥10 g/100 mL at 21.5 ºC
Storage Condition-20°C Freezer
ApplicationProcarbazine Hydrochloride is an alkylating agent with anti-tumor effects.
HTC2928000090
MDL NumberMFCD00072082
SMILESCNNCc1ccc(C(=O)NC(C)C)cc1.Cl
InChIInChI=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
InChI KeyDERJYEZSLHIUKF-UHFFFAOYSA-N
MSDSmsds/12133_1_366_70_1.pdf
BioactivityProcarbazine Hydrochloride is an alkylating agent, with anticancer activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer In Vitro Procarbazine Hydrochloride is an anticancer agent. Procarbazine is not cytotoxic to the LI 210 cells which lack cytochrome P-450 or monoamine oxidase activity[1]. In Vivo Procarbazine Hydrochloride (50 mg/kg, i.p.) causes micronuclei in hematopoietic cells, but does not increase the lacZ mutant frequency (MF) in bone marrow of mice, similar to that in liver, testis, spleen, kidney, and lung. Procarbazine Hydrochloride (50 mg/kg, i.p.) has positive effect on lung, bone marrow, and spleen for carcinogenesis[2]. Procarbazine (450 mg/kg) significantly decreases testicular and epididymal weight and drastically reduces haploid cells and spermatogenic arrest in hamster[3]. Cell Assay Following Procarbazine or metabolite treatment, cells are diluted to 50.000/mL in 25-cm2 culture flasks (10 mL). Every 24 h, a 0.5-mL aliquot is removed, diluted 20-fold in Hematall isotonic diluent, and the cell number determined with a Coulter Model F electronic cell counter. Counts greater than 10,000/0.5 mL are corrected for coincidence. Cells are diluted in fresh culture media when cell density exceeded 1 × 106/mL. Cultures are maintained until the aggregate cell number approached 100 × 106/mL and doubling time has returned to 12 h. Cell survival is determined using Equation A, where TD(doubling time for cells of interest) is 12 h[1]. Animal Admin Mice[2] Male MutaTM Mouse animals (7-8 weeks old) are used after 2 weeks of acclimation. In the first experiment, 18 mice are injected intraperitoneally (i.p.) with 50 mg/kg Procarbazine hydrochloride in 10 mL saline/kg and eight mice are injected with 10 mL saline/kg as the vehicle control. Six treated mice are killed 7, 14, and 28 days after treatment, and four control mice are killed 7 and 28 days after the treatment. Killing is by cervical dislocation[2]. References [1]. Erikson JM, et al. Cytotoxicity and DNA damage caused by the azoxy metabolites of procarbazine in L1210 tumor cells. Cancer Res. 1989 Jan 1;49(1):127-33. [2]. Suzuki T, et al. Procarbazine genotoxicity in the MutaMouse; strong clastogenicity and organ-specific induction of lacZ mutations. Mutat Res. 1999 Aug 18;444(2):269-81. [3]. Weissenberg R, et al. Procarbazine effects on spermatogenesis in golden hamster: a flow cytometric evaluation. Arch Androl. 2002 Mar-Apr;48(2):91-100. Chemical & Physical Properties Boiling Point 384.6ºC at 760 mmHg Melting Point 223ºC Molecular Formula C12H20ClN3O Molecular Weight 257.760 Flash Point 148.9ºC Exact Mass 257.129486 PSA 53.16000 LogP 3.02350 InChIKey DERJYEZSLHIUKF-UHFFFAOYSA-N SMILES CNNCc1ccc(C(=O)NC(C)C)cc1.Cl Storage condition -20°C Freezer Water Solubility ≥10 g/100 mL at 21.5 ºC
Use ofProcarbazine Hydrochloride is an alkylating agent, with anticancer activity. Properties Articles30 Name procarbazine hydrochloride Synonym More Synonyms Procarbazine hydrochloride Biological Activity Description Procarbazine Hydrochloride is an alkylating agent, with anticancer activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer References [1]. Erikson JM, et al. Cytotoxicity and DNA damage caused by the azoxy metabolites of procarbazine in L1210 tumor cells. Cancer Res. 1989 Jan 1;49(1):127-33. [2]. Suzuki T, et al. Procarbazine genotoxicity in the MutaMouse; strong clastogenicity and organ-specific induction of lacZ mutations. Mutat Res. 1999 Aug 18;444(2):269-81. [3]. Weissenberg R, et al. Procarbazine effects on spermatogenesis in golden hamster: a flow cytometric evaluation. Arch Androl. 2002 Mar-Apr;48(2):91-100. Chemical & Physical Properties Exact Mass 257.129486 PSA 53.16000 LogP 3.02350 InChIKey DERJYEZSLHIUKF-UHFFFAOYSA-N
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Transport InfoProduct name: Summary 2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%
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