Cilansetron

Cilansetron
Clinical data
Other names	Calmactin; KC 9946
Pregnancy; category	C;
Routes of; administration	Oral
ATC code	A03AE03 (WHO) ;
Legal status
Legal status	Unlicensed;
Pharmacokinetic data
Bioavailability	87%
Metabolism	Hepatic
Elimination half-life	1.6 - 1.9 hours
Excretion	Renal
Identifiers
	IUPAC name (10R)-10-[(2-Methyl-1H-imidazol-1-yl)methyl]-5,6,9,10-tetrahydro-4H-pyrido(3,2,1-jk)carbazol-11-one;
CAS Number	120635-74-7 ;
PubChem CID	6918107;
IUPHAR/BPS	2297;
ChemSpider	5293321 ;
UNII	2J6DQ1U5B5;
KEGG	D03495 ;
ChEMBL	ChEMBL2103778;
CompTox Dashboard (EPA)	DTXSID40152951 ;
Chemical and physical data
Formula	C20H21N3O
Molar mass	319.408 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C3c2c1cccc5c1n(c2CC[C@@H]3Cn4ccnc4C)CCC5;
	InChI InChI=1S/C20H21N3O/c1-13-21-9-11-22(13)12-15-7-8-17-18(20(15)24)16-6-2-4-14-5-3-10-23(17)19(14)16/h2,4,6,9,11,15H,3,5,7-8,10,12H2,1H3/t15-/m1/s1 ; Key:NCNFDKWULDWJDS-OAHLLOKOSA-N ;
	(verify)

Cilansetron is an experimental drug that is a 5-HT₃ antagonist under development by Solvay Pharmaceuticals.^[1]^[2]^[3]

5-HT₃ receptors are responsible for causing many things from nausea to excess bowel movements. In conditions such as irritable bowel syndrome (IBS), the receptors have become faulty or oversensitive. 5-HT₃ antagonists work by blocking the nervous and chemical signals from reaching these receptors.

Studies have shown that the drug can improve quality of life in men and women with diarrhea-predominant IBS.^[4] Cilansetron is the first 5-HT antagonist specifically designed for IBS that is effective in men as well as women.^[4]

In 2005, Solvay received response from the U.S. Food and Drug Administration that cilansertron is not approvable without additional clinical trials;^[5]^[6] further development has been discontinued.^[7]

References

^ Chey WD, Cash BD (February 2005). "Cilansetron: a new serotonergic agent for the irritable bowel syndrome with diarrhoea". Expert Opinion on Investigational Drugs. 14 (2): 185–93. doi:10.1517/13543784.14.2.185. PMID 15757394. S2CID 8606399.
^ Olden KW, Crowell MD (October 2005). "Cilansetron". Drugs of Today. 41 (10). Barcelona, Spain: 661–6. doi:10.1358/dot.2005.41.10.920427. PMID 16389408.
^ Stacher G (October 2007). "Cilansetron in the treatment of diarrhea-predominant irritable bowel syndrome?". Expert Review of Gastroenterology & Hepatology. 1 (1): 15–27. doi:10.1586/17474124.1.1.15. PMID 19072430. S2CID 24301639.
^ ^a ^b General info on Cilansetron
^ "Solvay's cilansetron "not approvable"". PharmaTimes. April 4, 2005. Retrieved August 14, 2019.
^ "Calmactin Approval Status". Drugs.com. Retrieved August 14, 2019.
^ "Cilansetron". Retrieved August 14, 2019.

[pmid15757394-1] Chey WD, Cash BD (February 2005). "Cilansetron: a new serotonergic agent for the irritable bowel syndrome with diarrhoea". Expert Opinion on Investigational Drugs. 14 (2): 185–93. doi:10.1517/13543784.14.2.185. PMID 15757394. S2CID 8606399.

[pmid16389408-2] Olden KW, Crowell MD (October 2005). "Cilansetron". Drugs of Today. 41 (10). Barcelona, Spain: 661–6. doi:10.1358/dot.2005.41.10.920427. PMID 16389408.

[pmid19072430-3] Stacher G (October 2007). "Cilansetron in the treatment of diarrhea-predominant irritable bowel syndrome?". Expert Review of Gastroenterology & Hepatology. 1 (1): 15–27. doi:10.1586/17474124.1.1.15. PMID 19072430. S2CID 24301639.

[cilanserton-4] General info on Cilansetron

[5] "Solvay's cilansetron "not approvable"". PharmaTimes. April 4, 2005. Retrieved August 14, 2019.

[6] "Calmactin Approval Status". Drugs.com. Retrieved August 14, 2019.

[7] "Cilansetron". Retrieved August 14, 2019.

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Clinical data

Other names	Calmactin; KC 9946
Pregnancy category	C
Routes of administration	Oral
ATC code	A03AE03 (WHO)
Legal status
Legal status	Unlicensed
Pharmacokinetic data
Bioavailability	87%
Metabolism	Hepatic
Elimination half-life	1.6 - 1.9 hours
Excretion	Renal
Identifiers
IUPAC name (10R)-10-[(2-Methyl-1H-imidazol-1-yl)methyl]-5,6,9,10-tetrahydro-4H-pyrido(3,2,1-jk)carbazol-11-one
CAS Number	120635-74-7^Y
PubChem CID	6918107
IUPHAR/BPS	2297
ChemSpider	5293321^Y
UNII	2J6DQ1U5B5
KEGG	D03495^Y
ChEMBL	ChEMBL2103778
CompTox Dashboard (EPA)	DTXSID40152951
Chemical and physical data
Formula	C₂₀H₂₁N₃O
Molar mass	319.408 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C3c2c1cccc5c1n(c2CC[C@@H]3Cn4ccnc4C)CCC5
InChI InChI=1S/C20H21N3O/c1-13-21-9-11-22(13)12-15-7-8-17-18(20(15)24)16-6-2-4-14-5-3-10-23(17)19(14)16/h2,4,6,9,11,15H,3,5,7-8,10,12H2,1H3/t15-/m1/s1^Y Key:NCNFDKWULDWJDS-OAHLLOKOSA-N^Y
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