Structure via PubChem · Public domain (PubChem)
amixetrine
Sign in to saveAmixetrine (INN; brand name Somagest; developmental code CERM-898) is a drug that was formerly marketed in France but is now no longer sold. According to various sources it has been said to be an anti-inflammatory, antidepressant, antispasmodic, anticholinergic, antihistamine, and antiserotonergic, but its definitive indications and pharmacology are unclear. The drug was first synthesized in 1969 and was introduced in France in 1972.
Chemical data
- Formula
- C17H27NO
- Molecular weight
- 261.4 g/mol
- IUPAC name
- 1-[2-(3-methylbutoxy)-2-phenylethyl]pyrrolidine
- SMILES
- CC(C)CCOC(CN1CCCC1)C2=CC=CC=C2
- InChIKey
- ISRODTBNJUAWEJ-UHFFFAOYSA-N
- XLogP
- 3.6
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 261.209
Show 3 more facts
- chemical formula
- C₁₇H₂₇NO
- canonical SMILES
- CC(C)CCOC(CN1CCCC1)C2=CC=CC=C2
- Commons category
- Amixetrine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Amixetrine (INN; brand name Somagest; developmental code CERM-898) is a drug that was formerly marketed in France but is now no longer sold. According to various sources it has been said to be an anti-inflammatory, antidepressant, antispasmodic, anticholinergic, antihistamine, and antiserotonergic, but its definitive indications and pharmacology are unclear. The drug was first synthesized in 1969 and was introduced in France in 1972.
==Synthesis== The treatment of isoamyl alcohol (1) with styrene (2) at −10 °C with dropwise addition of tert-butyl hypobromite gives (2-bromo-1-(isopentyloxy)ethyl)benzene (3). Displacement of the halogen leaving group by pyrrolidine completes the synthesis of amixetrine (4).
Excerpted from Wikipedia’s “amixetrine” article, available under the CC BY-SA 4.0 licence.