| Identification | Back Directory | [Name]
iproniazid | [CAS]
54-92-2 | [Synonyms]
IPRAZID
iproniazid
N'-Isopropylpyridine-4-Carbohydrazide
N'-propan-2-ylpyridine-4-carbohydrazide | [EINECS(EC#)]
200-218-8 | [Molecular Formula]
C9H13N3O | [MDL Number]
MFCD00153819 | [MOL File]
54-92-2.mol | [Molecular Weight]
179.222 |
| Chemical Properties | Back Directory | [Melting point ]
112.5-113.5° | [Boiling point ]
311.75°C (rough estimate) | [density ]
1.1305 (rough estimate) | [refractive index ]
1.5100 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
11.28±0.23(Predicted) | [color ]
Pale Beige | [CAS DataBase Reference]
54-92-2 |
| Hazard Information | Back Directory | [Uses]
Iproniazid is a hydrazine based drug used as an antidepressant. Iproniazid acts as an irreversible and nonselective monoamine oxidase inhibitor. | [Originator]
Marsilid,Roche,US,1952 | [Definition]
ChEBI: Iproniazid is a carbohydrazide and a member of pyridines. | [Manufacturing Process]
A mixture of 40 g of isonicotinyl hydrazine and 600 cc of acetone was heated
on a steam bath until solution was complete. Upon cooling the reaction
mixture, 1-isonicotinyl-2-isopropylidene hydrazine precipitated in the form of
white needles; MP 161°C to 161.5°C.
A solution of 20 g of 1-isonicotinyl-2-isopropylidene hydrazine in 150 cc of
methanol was reduced with hydrogen at room temperature and 50 psi using
300 mg of platinum black as a catalyst. | [Brand name]
Euphozid;Ipropran;Isotamine;Laniazid;Marsilid;Nydrazid;P-1-n forte;Pms isoniazid;Rifamate;Rimactane;Rimifon;Ro 7-1554;Teebaconin;Triniad;Uniad. | [Therapeutic Function]
Antidepressant, Monoamine oxidase inhibitor | [World Health Organization (WHO)]
Iproniazid, a monoamine oxidase inhibitor (MAOI), was
introduced in 1952 for the treatment of depressive illness. Subsequently concern
regarding potentially serious interactions between MAOIs and foods containing
tyramine inspired much restrictive regulatory action. However, MAOIs still retain a
place in the treatment of serious depressive illness although there is no
international consensus on which compounds should be preferred. Thus iproniazid
remains available in several countries. | [storage]
-20°C, stored under nitrogen | [Purification Methods]
Crystallise it from *benzene or *benzene /pet ether and dry it in a vacuum. It is soluble in H2O and EtOH. [Fox & Gibas J Org Chem 18 994 1953.] The dihydrochloride has m 227-228o (from EtOH). [Beilstein 22 III/IV 551.] It is an antidepressant. |
| Safety Data | Back Directory | [HS Code ]
2933399990 | [Toxicity]
An isopropyl derivative of isoniazid that was
found to have mood-elevating effects in tuberculosis patients.
It was later found to be a monoamine oxidase (MAO) inhibitor
and, although not currently approved for clinical use as an
antidepressant due to its propensity to cause liver damage it
led to the development of other MAO inhibitors currently in
use. In addition to hepatotoxic effects, iproniazid is a hypotensive
agent and can cause potentially hazardous reactions with
other drugs and amine-rich foods. |
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