Chlorosipentramine

Chlorosipentramine
Identifiers
	IUPAC name 1-[1-(3,4-dichlorophenyl)cyclobutyl]-N,N,4-trimethylpentan-1-amine;
PubChem CID	172232171;
Chemical and physical data
Formula	C18H27Cl2N
Molar mass	328.32 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)C(CCC(C)C)C1(CCC1)c1cc(Cl)c(Cl)cc1;
	InChI InChI=1S/C18H27Cl2N/c1-13(2)6-9-17(21(3)4)18(10-5-11-18)14-7-8-15(19)16(20)12-14/h7-8,12-13,17H,5-6,9-11H2,1-4H3; Key:LSXRRASCTGXSDY-UHFFFAOYSA-N;

Chlorosipentramine is an analogue of the anorectic drug sibutramine, which has been sold as an ingredient in weight loss products sold as dietary supplements, first detected in South Korea in 2017.^[1] It is one of a number of sibutramine derivatives which have been sold in grey-market weight loss products since sibutramine itself was taken off the market due to safety concerns. Others include desmethylsibutramine, didesmethylsibutramine, homosibutramine, chlorosibutramine, and benzylsibutramine.^[2]^[3] Chlorosipentramine is illegal in South Korea along with other related compounds.^[4]^[5]

References

^ Yun J, Shin KJ, Choi J, Jo CH (May 2018). "Isolation and structural characterization of a novel sibutramine analogue, chlorosipentramine, in a slimming dietary supplement, by using HPLC-PDA, LC-Q-TOF/MS, FT-IR, and NMR". Forensic Science International. 286: 199–207. doi:10.1016/j.forsciint.2018.03.021. PMID 29602147.
^ Jeong D, Choe S, Lee S, Kim KM, Pyo J (January 2021). "Metabolic analysis of the illegal analogues of anti-obesity drugs using LC-Q-TOF-MS/MS". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 1163: 122502. doi:10.1016/j.jchromb.2020.122502. PMID 33412503. S2CID 231195145.
^ Lee JH, Jin Kim S, Seo MK, Ham HJ, Jung EJ, Kim NS, Kim HI, Baek SY (August 2022). "Application of liquid chromatography-high resolution mass spectrometry and liquid chromatography-tandem mass spectrometry methods to 45 weight loss compounds in health functional food, food, and illegal drug". Journal of Separation Science. 45 (15): 2795–2803. doi:10.1002/jssc.202101030. PMID 35614582. S2CID 249065403.
^ Chu M (19 July 2017). "Ministry ferrets out fake erectile dysfunction, obesity drugs". Korea Biomedical Review.
^ "Anti-obesity drugs and their analogues: Chlorosipentramine" (PDF).

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[pmid29602147-1] Yun J, Shin KJ, Choi J, Jo CH (May 2018). "Isolation and structural characterization of a novel sibutramine analogue, chlorosipentramine, in a slimming dietary supplement, by using HPLC-PDA, LC-Q-TOF/MS, FT-IR, and NMR". Forensic Science International. 286: 199–207. doi:10.1016/j.forsciint.2018.03.021. PMID 29602147.

[pmid33412503-2] Jeong D, Choe S, Lee S, Kim KM, Pyo J (January 2021). "Metabolic analysis of the illegal analogues of anti-obesity drugs using LC-Q-TOF-MS/MS". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 1163: 122502. doi:10.1016/j.jchromb.2020.122502. PMID 33412503. S2CID 231195145.

[pmid35614582-3] Lee JH, Jin Kim S, Seo MK, Ham HJ, Jung EJ, Kim NS, Kim HI, Baek SY (August 2022). "Application of liquid chromatography-high resolution mass spectrometry and liquid chromatography-tandem mass spectrometry methods to 45 weight loss compounds in health functional food, food, and illegal drug". Journal of Separation Science. 45 (15): 2795–2803. doi:10.1002/jssc.202101030. PMID 35614582. S2CID 249065403.

[4] Chu M (19 July 2017). "Ministry ferrets out fake erectile dysfunction, obesity drugs". Korea Biomedical Review.

[5] "Anti-obesity drugs and their analogues: Chlorosipentramine" (PDF).

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See also

References