[4,4-bis(thiophen-2-yl)but-3-en-2-yl]dimethylamine

• ChemBase ID: 1250
• Molecular Formular: C14H17NS2
• Molecular Mass: 263.42148
• Monoisotopic Mass: 263.08024155
• SMILES: s1c(/C(=C\C(N(C)C)C)/c2sccc2)ccc1
• Canonical SMILES: CN(C(/C=C(\c1cccs1)/c1cccs1)C)C
• InChI: InChI=1S/C14H17NS2/c1-11(15(2)3)10-12(13-6-4-8-16-13)14-7-5-9-17-14/h4-11H,1-3H3
• InChIKey: CANBGVXYBPOLRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4,4-bis(thiophen-2-yl)but-3-en-2-yl]dimethylamine
• IUPAC Traditional name: dimethylthiambutene; dimetiltiambuteno
• Synonyms: Dimethibutin; Ohton; Dimethylthiambutene

Database IDs

• CAS Number: 524-84-5
• PubChem SID: 46505069; 160964710
• PubChem CID: 10668
• CHEBI ID: 59781
• Chemspider ID: 10218
• DrugBank ID: DB01444
• Unique Ingredient Identifier: 915D88LM9O
• Wikipedia Title: Dimethylthiambutene

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.1980926
• LogD (pH = 7.4): 2.912804
• Log P: 4.2000947
• Molar Refractivity: 86.6706 cm^3
• Polarizability: 29.631243 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.06
• LOG S: -3.5
• Solubility (Water): 8.39e-02 g/l

PROPERTIES

Physical Property

• Melting Point: 169-170 °C (336.2-338°F)

Pharmacology Properties

• Legal Status: Schedule I (US)

DETAILS

DrugBank - DB01444

• Drug Groups: illicit; experimental
• Description: Dimethylthiambutene (N,N-Dimethyl-1-methyl-3,3-di-2-thienylallylamine, Dimethibutin, Ohton) is an opioid analgesic drug. It is now under international control under Schedule I of the UN Single Convention On Narcotic Drugs 1961, presumably due to high abuse potential, although little more information is available.
• Indication: Dimethylthiambutene is an opioid analgesic previously used in moderate pain relief.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia