Cloforex

Cloforex
Clinical data
Trade names	Frenapyl, Lipociden, Oberex, Vidipon, Zeisin
Other names	Carbamic acid, N-[2-(4-chlorophenyl)-1,1-dimethylethyl]-, ethyl ester
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name ethyl N-[1-(4-chlorophenyl)-2-methylpropan-2-yl]carbamate;
CAS Number	14261-75-7;
PubChem CID	26602;
ChemSpider	24781;
UNII	2QJT5ZC1L6;
ChEMBL	ChEMBL1697686;
CompTox Dashboard (EPA)	DTXSID7048794 ;
ECHA InfoCard	100.034.659
Chemical and physical data
Formula	C13H18ClNO2
Molar mass	255.74 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	89 °C (192 °F)
Boiling point	52.75 °C (126.95 °F)
	SMILES CCOC(=O)NC(C)(C)CC1=CC=C(C=C1)Cl;

Cloforex (Oberex, also Chlorofex) is an anorectic of the amphetamine class.^[1] It is a prodrug to chlorphentermine.^[2] Oberex (50 mg cloforex) was tested in clinical trials as an appetite suppressant where a weight reducing effect was observed in comparison to placebo treatment.^[3] Cloforex was commercially available in Germany, Switzerland, and Venezuela in the 1960s as an anti-obesity drug, and was withdrawn because of the cardiotoxicity, specifically primary pulmonary hypertension.^[4]^[5]

Rats that consumed 75 mg of cloforex a day experienced weight loss along with pulmonary hypertension and hair loss.^[6] Cloforex at 60 mg/kg produces a model of pulmonary lipidosis in rats, inducing production of blood monocytes and foam cells.^[7]

References

↑ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.
↑ Dreyfuss J, Zimmerberg HY, Schreiber EC (1971). "Drug Metabolism.". In Cain CK (ed.). Annual Reports in Medicinal Chemistry. Vol. 6. Boston: Academic Press. pp. 205–214. doi:10.1016/S0065-7743(08)60975-6. ISBN 0-12-040506-7.
↑ Bjurulf P, Carlström S, Rorsman G (September 1967). "Oberex, a new appetite-reducing agent". Acta Medica Scandinavica. 182 (3): 273–280. doi:10.1111/j.0954-6820.1967.tb11523.x. PMID 4862332.
↑ Onakpoya IJ, Heneghan CJ, Aronson JK (November 2016). "Post-marketing withdrawal of anti-obesity medicinal products because of adverse drug reactions: a systematic review". BMC Medicine. 14 (1) 191. doi:10.1186/s12916-016-0735-y. PMC 5126837. PMID 27894343.
↑ Smekal PV, Standfuss K, Rau G (1971). "Incidence of Primary Pulmonary Hypertension After Intake Aminorexfumarat (Menocil®) Regulation of Respiration in Primary Pulmonary Hypertension". Pulmonary Circulation: 1st International Symposium on Pulmonary Circulation, Prague, June 1969. Issn Series. Vol. 5. S. Daum, H. Herzog, F. J. F. Herth (1st ed.). Basel: S. Karger AG. pp. 22–29. ISBN 978-3-318-04108-8.
↑ Woodward SC (1981). "Induction and reversal of pulmonary lipid histiocytosis in rats following oral administration of anorectics cloforex and chlorphentermine". Journal of Toxicology and Environmental Health. 7 (3–4): 569–583. Bibcode:1981JTEH....7..569W. doi:10.1080/15287398109530002. PMID 7197305.
↑ Flodh H, Magnusson G (March 1973). "Genesis of foam cells: study in rats after administration of Cloforex". Virchows Archiv. B, Cell Pathology. 12 (4): 360–366. doi:10.1007/BF02894012. PMID 4350410.

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[isbn3-88763-075-0-1] Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.

[isbn0-12-040506-7-2] Dreyfuss J, Zimmerberg HY, Schreiber EC (1971). "Drug Metabolism.". In Cain CK (ed.). Annual Reports in Medicinal Chemistry. Vol. 6. Boston: Academic Press. pp. 205–214. doi:10.1016/S0065-7743(08)60975-6. ISBN 0-12-040506-7.

[bjurulf-3] Bjurulf P, Carlström S, Rorsman G (September 1967). "Oberex, a new appetite-reducing agent". Acta Medica Scandinavica. 182 (3): 273–280. doi:10.1111/j.0954-6820.1967.tb11523.x. PMID 4862332.

[4] Onakpoya IJ, Heneghan CJ, Aronson JK (November 2016). "Post-marketing withdrawal of anti-obesity medicinal products because of adverse drug reactions: a systematic review". BMC Medicine. 14 (1) 191. doi:10.1186/s12916-016-0735-y. PMC 5126837. PMID 27894343.

[5] Smekal PV, Standfuss K, Rau G (1971). "Incidence of Primary Pulmonary Hypertension After Intake Aminorexfumarat (Menocil®) Regulation of Respiration in Primary Pulmonary Hypertension". Pulmonary Circulation: 1st International Symposium on Pulmonary Circulation, Prague, June 1969. Issn Series. Vol. 5. S. Daum, H. Herzog, F. J. F. Herth (1st ed.). Basel: S. Karger AG. pp. 22–29. ISBN 978-3-318-04108-8.

[6] Woodward SC (1981). "Induction and reversal of pulmonary lipid histiocytosis in rats following oral administration of anorectics cloforex and chlorphentermine". Journal of Toxicology and Environmental Health. 7 (3–4): 569–583. Bibcode:1981JTEH....7..569W. doi:10.1080/15287398109530002. PMID 7197305.

[7] Flodh H, Magnusson G (March 1973). "Genesis of foam cells: study in rats after administration of Cloforex". Virchows Archiv. B, Cell Pathology. 12 (4): 360–366. doi:10.1007/BF02894012. PMID 4350410.

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See also

References