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Iproniazid

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Name

Iproniazid

EINECS N/A
CAS No. 54-92-2 Density 1.1305 (rough estimate)
PSA 54.02000 LogP 1.50620
Solubility N/A Melting Point 112.5-113.5°
Formula C9H13 N3 O Boiling Point 311.75°C (rough estimate)
Molecular Weight 179.222 Flash Point N/A
Transport Information N/A Appearance N/A
Safety A human poison by ingestion. An experimental poison by ingestion, intraperitoneal, and intravenous routes. Moderately toxic by skin contact, intramuscular, and subcutaneous routes. Human systemic effects by ingestion: constipation, anuria, metabolic changes, change in liver function. Human reproductive effects by ingestion: impotence. Experimental reproductive effects. Mutation data reported. Questionable carcinogen with experimental tumorigenic and teratogenic data. Used as an antidepressant. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 54-92-2 (iproniazid) Hazard Symbols N/A
Synonyms

Isonicotinicacid, 2-isopropylhydrazide (6CI,8CI); 1-Isonicotinoyl-2-isopropylhydrazine;Euphozid; IPN; Iprazid; Iprazide; Iproniazid; Iproniazide; Isonicotinic acidN'-isopropyl hydrazide; Marsalid; Marsilid; N'-Isopropylisonicotinoylhydrazide

Article Data 7

Iproniazid Chemical Properties

Product Name: Iproniazid
CAS Registry Number: 54-92-2
IUPAC Name: N'-propan-2-ylpyridine-4-carbohydrazide
Molecular Weight: 179.21902 [g/mol]
Molecular Formula: C9H13N3O
XLogP3: 0.4
H-Bond Donor: 2
H-Bond Acceptor: 3 
EINECS: 200-218-8
Surface Tension: 41.5 dyne/cm
Density: 1.084 g/cm3
Flash Point: 114.6 °C
Enthalpy of Vaporization: 50.39 kJ/mol
Boiling Point: 265.9 °C at 760 mmHg
Vapour Pressure: 0.00891 mmHg at 25°C
Following is the molecular structure of Iproniazid (CAS NO.54-92-2) is:

Iproniazid History

 Iproniazid was the first antidepressant ever marketed. It was originally intended for the treatment of tuberculosis. Its antidepressant properties were discovered when researchers noted that the patients given iproniazid became "inappropriately happy" in 1952, . It was subsequently developed as an antidepressant and was approved for use in 1958. It was later withdrawn in 1961 due to the unacceptable incidence of hepatitis and was replaced by less hepatotoxic drugs like isocarboxazid (Marplan), phenelzine (Nardil), and tranylcypromine (Parnate). 

Iproniazid Uses

 Iproniazid (CAS NO.54-92-2) is an irreversible inhibitor of monoamine oxidase types A and B that is used as an antidepressive agent. It has also been used as an antitubercular agent, but its use is limited by its toxicity.

Iproniazid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 95mg/kg (95mg/kg)   Annals of the New York Academy of Sciences. Vol. 80, Pg. 626, 1959.
human TDLo oral 2143ug/kg/D (2.143mg/kg) GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED
Acta Neurologia et Psychiatrica Belgica. Vol. 59, Pg. 977, 1959.
monkey LD50 oral 640mg/kg (640mg/kg)   Annals of the New York Academy of Sciences. Vol. 80, Pg. 626, 1959.
mouse LD50 intramuscular 615mg/kg (615mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Review of Tuberculosis. Vol. 65, Pg. 376, 1952.
mouse LD50 intraperitoneal 475mg/kg (475mg/kg) BEHAVIORAL: ANTICONVULSANT Japanese Journal of Pharmacology. Vol. 13, Pg. 186, 1963.
mouse LD50 intravenous 719mg/kg (719mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Review of Tuberculosis. Vol. 65, Pg. 376, 1952.
mouse LD50 oral 440mg/kg (440mg/kg)   Pharmaceutical Chemistry Journal Vol. 30, Pg. 750, 1996.
mouse LD50 subcutaneous 730mg/kg (730mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Review of Tuberculosis. Vol. 65, Pg. 376, 1952.
rabbit LD50 intravenous 117mg/kg (117mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Review of Tuberculosis. Vol. 65, Pg. 376, 1952.
rabbit LD50 oral 125mg/kg (125mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Review of Tuberculosis. Vol. 65, Pg. 376, 1952.
rabbit LDLo skin 2gm/kg (2000mg/kg)   Huntingdon Research Center Reports. Vol. -, Pg. -, 1972.
rat LD50 intraperitoneal 375mg/kg (375mg/kg) BEHAVIORAL: ANTICONVULSANT Japanese Journal of Pharmacology. Vol. 13, Pg. 186, 1963.
rat LD50 oral 365mg/kg (365mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS Nature. Vol. 185, Pg. 532, 1960.
rat LD50 subcutaneous 538mg/kg (538mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 119, Pg. 444, 1957.
rat LD50 unreported 350mg/kg (350mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 363, 1970.
women LDLo oral 14mg/kg/2W-I (14mg/kg) LIVER: OTHER CHANGES Canadian Medical Association Journal. Vol. 78, Pg. 131, 1958.

Iproniazid Safety Profile

A human poison by ingestion. An experimental poison by ingestion, intraperitoneal, and intravenous routes. Moderately toxic by skin contact, intramuscular, and subcutaneous routes. Human systemic effects by ingestion: constipation, anuria, metabolic changes, change in liver function. Human reproductive effects by ingestion: impotence. Experimental reproductive effects. Mutation data reported. Questionable carcinogen with experimental tumorigenic and teratogenic data. Used as an antidepressant. When heated to decomposition it emits toxic fumes of NOx.

Iproniazid Specification

 Iproniazid , its cas register number is 54-92-2. It also can be called Iproniazid [USAN:INN:BAN] ; 1-Isonicotinoyl-2-isopropylhydrazine ; 4-22-00-00551 (Beilstein Handbook Reference) ; BRN 0142700 ; CCRIS 9177 ; EINECS 200-218-8 ; Euphozid ; IPN ; Iprazid ; Iproniazid ; Iproniazida ; Iproniazida [INN-Spanish] ; Iproniazide ; Iproniazide [INN-French] ; Iproniazidum ; Iproniazidum [INN-Latin] ; Iproniazyd ; Iproniazyd [Polish] ; Isonicotinic acid, N'-isopropyl hydrazide ; Marsalid ; Marsilid ; N'-Isopropylisonicotinoylhydrazide ; P 887 ; Rivivol ; Ro 2-4572 ; UNII-D892HFI3XA ; Yatrozide ; 4-Pyridinecarboxylic acid, 2-(1-methylethyl)hydrazide Iproniazid ; Isonicotinic acid 2-isopropylhydrazide .
 Iproniazid (CAS NO.54-92-2) acts as an irreversible and nonselective monoamine oxidase inhibitor (MAOI). Also, it is still used in France.

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