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 ==
In the Vinony graph
Within Vinony's link graph, Cetiedil is referenced by 36 other articles, and connects out to medication, circulatory system and digital object identifier.
Vinony files it under Azepanes, Carboxylate esters and Chemical pages without DrugBank identifier.
Its subject is documented across 6 Wikipedia language editions.
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.