3,5-dibenzyl-4-oxo-8$l^{4}-thia-3,5-diazatricyclo[6.3.0.0^{2,6}]undecan-8-ylium

• ChemBase ID: 987
• Molecular Formular: C22H25N2OS+
• Molecular Mass: 365.5117
• Monoisotopic Mass: 365.16875943
• SMILES: [S+]12C(C3N(C(=O)N(C3C1)Cc1ccccc1)Cc1ccccc1)CCC2
• Canonical SMILES: O=C1N(Cc2ccccc2)C2C(N1Cc1ccccc1)C[S+]1C2CCC1
• InChI: InChI=1S/C22H25N2OS/c25-22-23(14-17-8-3-1-4-9-17)19-16-26-13-7-12-20(26)21(19)24(22)15-18-10-5-2-6-11-18/h1-6,8-11,19-21H,7,12-16H2/q+1
• InChIKey: CHQOEHPMXSHGCL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dibenzyl-4-oxo-8$l^{4}-thia-3,5-diazatricyclo[6.3.0.0^{2,6}]undecan-8-ylium
• IUPAC Traditional name: trimethaphan
• Brand Name: Arfonad
• Synonyms: Trimethaphan; Thimethaphan; Trimetaphan; Trimetaphanum

Database IDs

• CAS Number: 7187-66-8
• PubChem SID: 46508994; 160964450
• PubChem CID: 23576

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.3241367
• LogD (pH = 7.4): 2.3241367
• Log P: 2.3241367
• Molar Refractivity: 105.4301 cm^3
• Polarizability: 41.927975 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.4
• LOG S: -4.78
• Solubility (Water): 6.65e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.473

DETAILS

DrugBank - DB01116

• Drug Groups: approved
• Description: A nicotinic antagonist that has been used as a ganglionic blocker in hypertension, as an adjunct to anesthesia, and to induce hypotension during surgery. [PubChem]
• Indication: For the controlled reduction of blood pressure during surgery and in the treatment of hypertensive emergencies.
• Pharmacology: Trimethaphan is indicated for production of controlled hypotension during surgery to reduce bleeding into the surgical field and also for rapid reduction of blood pressure in the treatment of hypertensive emergencies, especially in patients with acute dissecting aneurysm, and in the emergency treatment of pulmonary edema in patients with pulmonary hypertension associated with systemic hypertension.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia