Tesofenzin

Tesofenzin
IUPAC ime
	(1R,2R,3S)-3-(3,4-dihlorofenil)-2-(etoksimetil)-8-metil-8-azabiciklo[3.2.1]oktan
Klinički podaci
Kategorija trudnoće	Nije aplikabilno;
Način primene	Oralno
Pravni status
Pravni status	US: Istražni novi lek ;
Farmakokinetički podaci
Bioraspoloživost	90%
Metabolizam	15–20% renalno; hepatički: CYP3A4
Poluvreme eliminacije	220 sata
Izlučivanje	Nije aplikabilno
Identifikatori
CAS broj	195875-84-4
ATC kod	None
PubChem	CID 11370864
ChemSpider	9545781
UNII	BLH9UKX9V1
Hemijski podaci
Formula	C17H23Cl2NO
Molarna masa	328,28 g·mol−1
	SMILES Clc1ccc(cc1Cl)[C@H]3C[C@H]2N(C)[C@H](CC2)[C@@H]3COCC; ;
	InChI InChI=1S/C17H23Cl2NO/c1-3-21-10-14-13(9-12-5-7-17(14)20(12)2)11-4-6-15(18)16(19)8-11/h4,6,8,12-14,17H,3,5,7,9-10H2,1-2H3/t12-,13+,14+,17+/m0/s1 ; Key:VCVWXKKWDOJNIT-ZOMKSWQUSA-N ;

Tesofenzin (NS2330) je inhibitor ponovnog preuzimanja serotonin–noradrenalin–dopamina iz feniltropanske porodice lekova, koji se razvija za lečenje gojaznosti.^[1] Tesofenzin je prvobitno razvila danska biotehnološka kompanija NeuroSearch, koja je prenela prava na Sanionu 2014. godine.^[2]

Prema podacima iz 2019. godine, razvoj tezofenzin je prekinut za lečenje Alchajmerove i Parkinsonove bolesti, ali je u fazi III kliničkog ispitivanja za gojaznost.^[3]

Osobine

Tesofenzin je organsko jedinjenje, koje sadrži 17 atoma ugljenika i ima molekulsku masu od 328,277 Da.

Osobina	Vrednost
Broj akceptora vodonika	2
Broj donora vodonika	0
Broj rotacionih veza	4
Particioni koeficijent^[4] (ALogP)	4,2
Rastvorljivost^[5] (logS, log(mol/L))	-5,0
Polarna površina^[6] (PSA, Å²)	12,5

Reference

^ Doggrell SA. "Tesofensine – a novel potent weight loss medicine. Evaluation of: Astrup A, Breum L, Jensen TJ, Kroustrup JP, Larsen TM. Effect of tesofensine on bodyweight loss, body composition, and quality of life in obese patients: a randomised, double-blind, placebo-controlled trial. Lancet 2009 372; 1906–13" Doggrell SA (јул 2009). „Tesofensine--a novel potent weight loss medicine. Evaluation of: Astrup A, Breum L, Jensen TJ, Kroustrup JP, Larsen TM. Effect of tesofensine on bodyweight loss, body composition, and quality of life in obese patients: a randomised, double-blind, placebo-controlled trial. Lancet 2008;372:1906-13” (PDF). Expert Opinion on Investigational Drugs. 18 (7): 1043—6. PMID 19548858. S2CID 207475155. doi:10.1517/13543780902967632.
^ „NeuroSearch A/S signs agreement to transfer Phase I-II projects NS2359 and NS2330 (Tesofensine)”. NeuroSearch company announcement. Приступљено 30. 10. 2014.
^ „Tesofensine - Saniona”. AdisInsight. Springer Publishing. 29. 1. 2019. Приступљено 31. 10. 2019.
^ Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o. Текст „noedit” игнорисан (помоћ)
^ Tetko, I. V.; Tanchuk, V. Y.; Kasheva, T. N.; Villa, A. E. (2001). „Estimation of aqueous solubility of chemical compounds using E-state indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t. Текст „noedit” игнорисан (помоћ)
^ Ertl, P.; Rohde, B.; Selzer, P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e. Текст „noedit” игнорисан (помоћ)

Literatura

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Tesofensine

[Doggrell-1] Doggrell SA. "Tesofensine – a novel potent weight loss medicine. Evaluation of: Astrup A, Breum L, Jensen TJ, Kroustrup JP, Larsen TM. Effect of tesofensine on bodyweight loss, body composition, and quality of life in obese patients: a randomised, double-blind, placebo-controlled trial. Lancet 2009 372; 1906–13" Doggrell SA (јул 2009). „Tesofensine--a novel potent weight loss medicine. Evaluation of: Astrup A, Breum L, Jensen TJ, Kroustrup JP, Larsen TM. Effect of tesofensine on bodyweight loss, body composition, and quality of life in obese patients: a randomised, double-blind, placebo-controlled trial. Lancet 2008;372:1906-13” (PDF). Expert Opinion on Investigational Drugs. 18 (7): 1043—6. PMID 19548858. S2CID 207475155. doi:10.1517/13543780902967632.

[2] „NeuroSearch A/S signs agreement to transfer Phase I-II projects NS2359 and NS2330 (Tesofensine)”. NeuroSearch company announcement. Приступљено 30. 10. 2014.

[3] „Tesofensine - Saniona”. AdisInsight. Springer Publishing. 29. 1. 2019. Приступљено 31. 10. 2019.

[4] Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o. Текст „noedit” игнорисан (помоћ)

[5] Tetko, I. V.; Tanchuk, V. Y.; Kasheva, T. N.; Villa, A. E. (2001). „Estimation of aqueous solubility of chemical compounds using E-state indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t. Текст „noedit” игнорисан (помоћ)

[6] Ertl, P.; Rohde, B.; Selzer, P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e. Текст „noedit” игнорисан (помоћ)

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