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N-(1-Methylethyl)-4-((2-methyl-hydrazino)methyl)benzamid-monohydrochlorid

Procarbazine Hydrochloride

HCID 9703
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TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
366-70-1
Standard-SMILES
CNNCc1ccc(C(=O)NC(C)C)cc1.Cl
InChIKey
DERJYEZSLHIUKF-UHFFFAOYSA-N
Summenformel
C12H19N3O.ClH
Durchschnittliche Molmasse
257,76 g/mol
Monoisotopische Masse
257,12949

Überblick

Procarbazine hydrochloride can cause cancer according to an independent committee of scientific and health experts. It can cause developmental toxicity according to state or federal government labeling requirements.

Namen und Bezeichner

Bevorzugter Name
Procarbazine Hydrochloride
IUPAC
4-[(2-methylhydrazinyl)methyl]-N-propan-2-ylbenzamide;hydrochloride
Lokaler Name
N-(1-Methylethyl)-4-((2-methyl-hydrazino)methyl)benzamid-monohydrochlorid
Englischer Name
Procarbazine hydrochloride
Summenformel
C12H20ClN3O
Molmasse
257.76

Namen und Synonyme

Procarbazine hydrochloride366-70-1PROCARBAZINE HClNathulaneNatunalarMIH hydrochloridePCB hydrochlorideIbenzmethyzine hydrochlorideNatulan hydrochlorideIbenzmethyzin hydrochlorideNSC-77213Ro 4-6467/1
Weitere Namen anzeigen
ibzmatulaneMutulaneNatulan HClNSC-77213 HClnatulanhydrochlorideibenzmethyzinhydrochloride
NCI-C01810DTXSID3021190XH0NPH5ZX8p-(N'-Methylhydrazinomethyl)-N-isopropylbenzamide hydrochlorideNSC 77213DTXCID001190Ro 4 6467/1RO-4-6467 HYDROCHLORIDE

Datenbank-Bezeichner

CAS
366-70-1
PubChem CID
9703
DTXSID
DTXSID3021190
ChEMBL
CHEMBL1200410
ChEBI
CHEBI:71428

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
53,2 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
5
Schwere Atome
17
Formalladung
0
Komplexität
210

Experimentelle und physikochemische Eigenschaften

Solubilitygreater than or equal to 100 mg/mL at 70.7 °F (NTP, 1992)
Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point433 °F (decomposes) (NTP, 1992)
Physical DescriptionProcarbazine hydrochloride is a white to pale yellow crystalline powder with a slight odor. Acid to litmus. (NTP, 1992)

Physikochemische Eigenschaften

Schmelzpunkt
223 °C · 223°C
Dichte
8.3 g/cm3 · 8.3 g/cm3
storage temp.
2 · Inert atmosphere,2-8°C
Löslichkeit
18 mg/mL · DMSO: ≥18mg/mL
Aggregatzustand
powder
Farbe
white to tan
Wasserlöslichkeit
10 g/100 · >=10 g/100 mL at 21.5 ºC
Merck

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationHazard Traits - Carcinogenicity; Developmental Toxicity
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 Eintrag

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.

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 2 Einträge

PROCARBAZINE HYDROCHLORIDE

Alkylating Drug [EPC]; Alkylating Activity [MoA]

MeSH Pharmacological ClassificationSubstances that inhibit or prevent the proliferation of NEOPLASMS.

Anwendungen

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

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

NatriumhydridN-BromsuccinimidN,N-DimethylformamidMethyl-p-toluat1,4-DioxanHydrogenchloridBenzylchlorformiatMethylhydrazinEssigsure

Anbieter100 Anbieter

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Zugehörige Reaktionen

1
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 1579705
HRID 1579705als Produktuspto-grants-1976_01

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
UNII
XH0NPH5ZX8
EC Number
206-678-6
14 · 14,7758
BCS Class
3 · 3/1
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
InChIKey
DERJYEZSLHIUKF-UHFFFAOYSA-N
SMILES
Cl.CNNCc1ccc(cc1)C(=O)NC(C)C
CAS Datenbank
366 · 366-70-1(CAS DataBase Reference)
EPA chemische Informationen
Procarbazine hydrochloride (366-70-1)
Reactive GroupAmides and Imides
Reactivity ProfilePROCARBAZINE 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).
Air and Water ReactionsIn the presence of moisture or in aqueous solution undergoes oxidation by atmospheric oxygen. Water soluble.
Hazard Classes and CategoriesAcute Tox. 4 (97.6%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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.

Nonfire Spill Response · 1 Eintrag

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.

Personal Protective Equipment (PPE) · 1 Eintrag

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)

Toxikologische Informationen

Carcinogen Classification · 6 Einträge

Procarbazine hydrochloride

Group 2A: Probably carcinogenic to humans

Volume 26: (1981) Some Antineoplastic and Immunosuppressive Agents

1987

1987

NB Overall evaluation upgraded to Group 2A with supporting evidence from other relevant data

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Procarbazine hydrochloride

vLess-DILI-concern

3

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

RAIS Toxicity Values · 4 Einträge

0.0034

CALEPA

0.12

CALEPA

Sicherheitsdaten

wgk
3
hs_code
2928002500
RTECS-Nr.
XS4725000
risk_code
45-61-22-68
Toxizität
LD50 orally in rats: 785 ±34 mg/kg (Goldenthal)
hazard_code
T
safety_code
53-36/37-45
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 4 OralCarc. 1BMuta. 2Repr. 1A
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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.