Grundinformationen
- CAS
54-92-2- Standard-SMILES
CC(C)NNC(=O)c1ccncc1- InChIKey
NYMGNSNKLVNMIA-UHFFFAOYSA-N- Summenformel
- C9H13N3O
- Durchschnittliche Molmasse
- 179,22 g/mol
- Monoisotopische Masse
- 179,10586205
Überblick
Iproniazid is a member of pyridines and a carbohydrazide.
Namen und Bezeichner
- Bevorzugter Name
- Iproniazid
- IUPAC
- N'-propan-2-ylpyridine-4-carbohydrazide
- Lokaler Name
- 4-Pyridincarbonsäure-2-(1-methyl-ethyl)hydrazid
- Englischer Name
- iproniazid
- Summenformel
- C9H13N3O
- Molmasse
- 179.22
Namen und Synonyme
iproniazid54-92-2IprazidIproniazideEuphozidRivivolN'-isopropylpyridine-4-carbohydrazide4-Pyridinecarboxylic acid, 2-(1-methylethyl)hydrazideIproniazidaIproniazidumRo 2-45721-Isonicotinoyl-2-isopropylhydrazine
Weitere Namen anzeigen
Iproniazid>Iproniazid - Bio-X ?n’-isopropylisonicotinohydrazideN'-propan-2-ylpyridine-4-carbohydrazide
Isonicotinic acid 2-isopropylhydrazideD892HFI3XADTXSID5023168RefChem:148662DTXCID503168200-218-8N'-IsopropylisonicotinohydrazideMarsilid
Datenbank-Bezeichner
- CAS
54-92-2- PubChem CID
- 3748
- DTXSID
DTXSID5023168- ChEMBL
CHEMBL92401- ChEBI
CHEBI:5958- UNII
- D892HFI3XA
- EC Number
- 200-218-8
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,4
- Polarare Oberfläche (TPSA)
- 54 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 164
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.33
Human DrugsPharmaceuticals
Melting Point161-161.5
Collision Cross Section131.31 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 112.5 · 112.5-113.5°
- Siedepunkt
- 311.75 °C · 311.75°C (rough estimate)
- Dichte
- 1.1305 · 1.1305 (rough estimate)
- Brechungsindex
- 1.51 · 1.5100 (estimate)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- pka
- 11.28 · 11.28±0.23(Predicted)
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Iproniazid
vMost-DILI-concern
8
Withdrawn
DOI:10.1016/j.drudis.2016.02.015
Sicherheitsdaten
- hs_code
- 2933399990
- Toxizität
- 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.
Chemie und Industrie
Pharmakologische Informationen
ATC Code
N - Nervous system
QN - Nervous system
PharmacodynamicsIproniazid is a monoamine oxidase inhibitor (MAOI) that was developed as the first anti-depressant.
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)
Verwendung und Herstellung
Use ClassificationPharmaceuticals
Anwendungen
VerwendenIproniazid is a hydrazine based drug used as an antidepressant. Iproniazid acts as an irreversible and nonselective monoamine oxidase inhibitor.
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