Structure via PubChem · Public domain (PubChem)
Cetiedil
Sign in to saveCetiedil is a vasodilator and an anti-sickling agent. ==Synthesis== [[File:Cetiedil synthesis.svg|thumb|center|550px|Thieme Original patents: Prepn and activity: Revised synthesis: Analogues:]] The Clemmensen reduction of 3-thienylcyclohexyl-glycolic acid, CID:11064522 (1) gives cyclohexyl(thiophen-3-yl)acetic acid [16199-74-9] (2). Esterification of the sodium salt of the resulting acid with 1-(2-chloroethyl)azepane [2205-31-4] (3) produces cetiedil (4). == References ==
Chemical data
- Formula
- C20H31NO2S
- Molecular weight
- 349.5 g/mol
- IUPAC name
- 2-(azepan-1-yl)ethyl 2-cyclohexyl-2-thiophen-3-ylacetate
- SMILES
- C1CCCN(CC1)CCOC(=O)C(C2CCCCC2)C3=CSC=C3
- InChIKey
- MMNICIJVQJJHHF-UHFFFAOYSA-N
- XLogP
- 5.4
- Polar surface area
- 57.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
88 papers- Cetiedil, a drug that inhibits acetylcholine release in Torpedo electric organ.Journal of neurochemistry · 1987
- An analysis of the mechanism by which cetiedil inhibits sickling.Life sciences · 2002
- A collaborative, double-blind randomized study of cetiedil citrate in sickle cell crisis.Blood · 1986
- Effect of cetiedil on cation and water movements in erythrocytes.The Journal of clinical investigation · 1982
- An analysis of the mechanism by which cetiedil inhibits the Gardos phenomenon.American journal of hematology · 1984
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 349.208
Show 3 more facts
- chemical formula
- C₂₀H₃₁NO₂S
- canonical SMILES
- C1CCCN(CC1)CCOC(=O)C(C2CCCCC2)C3=CSC=C3
- Commons category
- Cetiedil
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Cetiedil is a vasodilator and an anti-sickling agent. ==Synthesis== [[File:Cetiedil synthesis.svg|thumb|center|550px|Thieme Original patents: Prepn and activity: Revised synthesis: Analogues:]] The Clemmensen reduction of 3-thienylcyclohexyl-glycolic acid, CID:11064522 (1) gives cyclohexyl(thiophen-3-yl)acetic acid [16199-74-9] (2). Esterification of the sodium salt of the resulting acid with 1-(2-chloroethyl)azepane [2205-31-4] (3) produces cetiedil (4). == References ==
Category:Thiophenes Category:Carboxylate esters Category:Azepanes Category:Cyclohexyl compounds
Excerpted from Wikipedia’s “Cetiedil” article, available under the CC BY-SA 4.0 licence.