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59-63-2

59-63-2 structure
59-63-2 structure
  • Name: Isocarboxazid
  • Chemical Name: N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide
  • CAS Number: 59-63-2
  • Molecular Formula: C12H13N3O2
  • Molecular Weight: 231.251
  • Catalog: Pharmaceutical intermediate OLED material intermediate
  • Create Date: 2018-05-22 08:00:00
  • Modify Date: 2025-08-24 08:54:14
  • Isocarboxazid is a non-selective and irreversible inhibitor of monoamine oxidase, with an IC50 of 4.8 μM for rat brain monoamine oxidase in vitro[1].
Name N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide
Synonyms isocarboxazide
Benazide
5-Methyl-isoxazol-3-carbonsaeure-(N'-benzyl-hydrazid)
Marplan
Isocarboxazidum
N'-Benzyl-5-methylisoxazol-3-carbohydrazid
Isocarboxazida
3-Isoxazolecarboxylic acid, 5-methyl-, 2-(phenylmethyl)hydrazide
N'-benzyl-5-méthylisoxazole-3-carbohydrazide
Isocarbonazid
Isocarboxazid
N'-benzyl-5-methylisoxazole-3-carbohydrazide
N-Benzyl-N'-<5-methyl-isoxazol-3-yl>-carbonyl-hydrazin
Isocarbossazide
N'-Benzyl-5-methyl-1,2-oxazole-3-carbohydrazide
Isocarboxyzid
Enerzer
5-methyl-isoxazole-3-carboxylic acid-(N'-benzyl-hydrazide)
isocarboxacid
5-methyl-N'-(phenylmethyl)isoxazole-3-carbohydrazide
Description Isocarboxazid is a non-selective and irreversible inhibitor of monoamine oxidase, with an IC50 of 4.8 μM for rat brain monoamine oxidase in vitro[1].
Related Catalog
Target

IC50: 4.8 μM (rat brain monoamine oxidase)[1].

In Vivo Isocarboxazid (1, 3 mg/kg, i.p., 60 min) pretreatment in mice shows the significant increased number of head twitches at 15 and 30 min after 5-HTP[2]. Isocarboxazid (1, 3 mg/kg, i.p., 60 min) treatment in mice together with 5-HTP administration causes 43% 5-HT concentration increased and 22% of 5-HIAA decreased compared to brain concentrations in mice given 5-HTP alone[2]. Animal Model: Twelve male mice of dd strain (20-25 g)[2] Dosage: 0, 0.3,1, 3 mg/kg Administration: Intraperitoneally 60 min before intravenous injection of 5-HTP Result: The number of head twitches at 15 and 30 min after 5-HTP was increased. 43% 5-HT concentration increased and 22% of 5-HIAA decreased.
References

[1]. MAXWELL DR, et al. Relative activity of some inhibitors of mono-amine oxidase in potentiating the action of tryptamine in vitro and in vivo. Br J Pharmacol Chemother. 1961 Dec;17:310-20.
Density 1.2±0.1 g/cm3
Boiling Point 394.5±42.0 °C at 760 mmHg
Melting Point 98-100ºC
Molecular Formula C12H13N3O2
Molecular Weight 231.251
Flash Point 192.4±27.9 °C
Exact Mass 231.100784
PSA 67.16000
LogP 1.03
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.573
Storage condition -20°C Freezer

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NY2625000
CHEMICAL NAME :
3-Isoxazolecarboxylic acid, 5-methyl-, 2-benzylhydrazide
CAS REGISTRY NUMBER :
59-63-2
BEILSTEIN REFERENCE NO. :
0201295
LAST UPDATED :
199612
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C12-H13-N3-O2
MOLECULAR WEIGHT :
231.28
WISWESSER LINE NOTATION :
T5NOJ C1 EVMM1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
4800 ug/kg/21W-I
TOXIC EFFECTS :
Nutritional and Gross Metabolic - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - monoamine oxidase
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
280 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
199 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
193 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
138 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>40 mg/kg
TOXIC EFFECTS :
Gastrointestinal - nausea or vomiting
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
130 mg/kg
SEX/DURATION :
female 10-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - behavioral
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
100 mg/kg
SEX/DURATION :
female 10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
DNA damage
TYPE OF TEST :
DNA damage

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
49 mg/kg
REFERENCE :
JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 9,287,1982 *** REVIEWS *** TOXICOLOGY REVIEW IDPYAK Industrial Pharmacology. (Mount Kisco, NY) V.1-3, 1974-79. Discontinued. Volume(issue)/page/year: 2,209,1975 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6269 No. of Facilities: 9 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 339 (estimated) No. of Female Employees: 170 (estimated)
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements Missing Phrase - N15.00950417
RIDADR UN 3249
Packaging Group III
Hazard Class 6.1(b)
HS Code 2934999090
HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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