1. Introduction of Opipramol
Opipramol is one kind of crystalline solid. The IUPAC Name of this chemical is 2-[4-(3-Benzo[B][1]Benzazepin-11-Ylpropyl)Piperazin-1-Yl]Ethanol. Opipramol belongs to Intermediates & Fine Chemicals; Pharmaceuticals. The Classification Code of Opipramol is Adrenergic Agents is Adrenergic uptake inhibitors; Antidepressive Agents; Antidepressive agents, tricyclic; Central Nervous System Agents; Drug / Therapeutic Agent; Neurotransmitter Agents; Neurotransmitter Uptake; Inhibitors; Psychotropic Drugs. Besides, Opipramol can soluble in chlorform and methanol.
2. Properties of Opipramol
Physical properties about Opipramol are:
(1)Density: 1.129 g/cm3; (2)Melting Point: 100-1010°C; (3)Flash Point: 290.5 °C; (4)Boiling Point: 555.1 °C at 760 mmHg; (5)Vapour Pressure: 3.72E-13 mmHg at 25°C; (6)Enthalpy of Vaporization: 88 kJ/mol; (7)XLogP3-AA: 3.6; (8)H-Bond Donor: 1; (9)H-Bond Acceptor: 4; (10)Rotatable Bond Count: 6; (11)Exact Mass: 363.231063; (12)MonoIsotopic Mass: 363.231063; (13)Topological Polar Surface Area: 30; (14)Heavy Atom Count: 27; (15)Formal Charge: 0; (16)Complexity: 448; (17)Isotope Atom Count: 0; (18)Defined Atom Stereocenter Count: 0; (19)Undefined Atom Stereocenter Count: 0; (20)Defined Bond Stereocenter Count: 0; (21)Undefined Bond Stereocenter Count: 0; (22)Covalently-Bonded Unit Count: 1; (23)Feature 3D Acceptor Count: 1; (24)Feature 3D Donor Count: 1; (25)Feature 3D Cation Count: 3; (26)Feature 3D Ring Count: 4; (27)Effective Rotor Count: 7.4; (28)Conformer Sampling RMSD: 0.8.
3. Structure Descriptors of Opipramol
(1)InChI: InChI=1S/C23H29N3O/c27-19-18-25-16-14-24(15-17-25)12-5-13-26-22-8-3-1-6-20(22)10-11-21-7-2-4-9-23(21)26/h1-4,6-11,27H,5,12-19H2
(2)InChIKey: YNZFUWZUGRBMHL-UHFFFAOYSA-N
(3)Canonical SMILES: C1CN(CCN1CCCN2C3=CC=CC=C3C=CC4=CC=CC=C42)CCO
(4)Smiles: N1(c2c(C=Cc3c1cccc3)cccc2)CCCN1CCN(CC1)CCO
4. Toxicity of Opipramol
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
mouse | LD50 | intraperitoneal | 120mg/kg (120mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
mouse | LD50 | intravenous | 45mg/kg (45mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
mouse | LD50 | oral | 400mg/kg (400mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 181, Pg. 68, 1969. |
mouse | LD50 | subcutaneous | 315mg/kg (315mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
rabbit | LD50 | intravenous | 11mg/kg (11mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
rat | LD50 | intraperitoneal | 95mg/kg (95mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
rat | LD50 | intravenous | 32mg/kg (32mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
rat | LD50 | oral | 1110mg/kg (1110mg/kg) | | Farmaco, Edizione Pratica. Vol. 25, Pg. 519, 1970. |
rat | LD50 | subcutaneous | 497mg/kg (497mg/kg) | | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964. |
5. Safety information of Opipramol
Poison by intraperitoneal, intravenous, and subcutaneous routes. Moderately toxic by ingestion. Many dibenz-azepine compounds have central nervous system effects. When heated to decomposition it emits toxic fumes of NO
x.
6. Uses of Opipramol
Opipramol (CAS NO.315-72-0) is a psychoactive drug widely used as an anxiolytic in Germany. Although it is a member of the tricyclic antidepressants (TCAs), Opipramol's primary mechanism of action is much different in comparison. Most TCAs act as reuptake inhibitors, but opipramol does not, and instead acts as a sigma receptor agonist, among other properties. Also it was used as Antidepressant and Antipsychotic.It is typically used in the treatment of generalized anxiety disorder (GAD).Its anxiolysis becomes prominent after only 1-2 weeks of chronic administration. Upon first commencing treatment, opipramol is rather sedating in nature due to its antihistamine properties, but this effect becomes less prominent with time.
It acts as a high affinity sigma receptor agonist primarily at the σ1 subtype, but also at the σ2 subtype with somewhat lower affinity. It is this property which is responsible for its therapeutic benefits against anxiety and depression. Opipramol also acts as a low to moderate affinity antagonist for the D2, 5-HT
2, H
1, H
2, and muscarinic acetylcholine receptors. H
1 and H
2 receptor antagonism account for its antihistamine effects, and muscarinic acetylcholine receptor antagonism is responsible for its anticholinergic properties.