Klortermin

Klortermin
IUPAC ime
	1-(2-hlorofenil)-2-metilpropan-2-amin
Klinički podaci
Kategorija trudnoće	?;
Način primene	Oralno
Pravni status
Pravni status	US: Schedule III ; ℞ (Prescription only);
Identifikatori
CAS broj	10389-73-8
ATC kod	none
PubChem	CID 25223
DrugBank	DB01527
ChemSpider	23558
UNII	4FA88HM3IX
KEGG	D03566
ChEMBL	CHEMBL1697833
Sinonimi	2-chloro-α,α-dimethylphenethylamine;; 2-chloro-α-methylamphetamine;; 2-chlorophentermine
Hemijski podaci
Formula	C10H14ClN
Molarna masa	183,68 g·mol−1
	SMILES Clc1ccccc1CC(N)(C)C; ;
	InChI InChI=1S/C10H14ClN/c1-10(2,12)7-8-5-3-4-6-9(8)11/h3-6H,7,12H2,1-2H3 ; Key:HXCXASJHZQXCKK-UHFFFAOYSA-N ;

Klortermin (Voranil) je lek koji je razvila Ciba tokom 1960-ih.^[1] On je anoreksični lek klase amfetamina.^[2] To je 2-hloro analog poznatijeg fentermina koji potiskuje apetit, i 2-hloro pozicioni izomer hlorfentermina. Klortermin proizvodi veoma niske stope samo-administriranja kod životinja, slično hlorfenterminu,^[3] i kao rezultat toga verovatno ne deluje na dopamin. Umesto toga, može delovati kao agens za oslobađanje serotonina i/ili norepinefrina.

Osobine

Klortermin je organsko jedinjenje, koje sadrži 10 atoma ugljenika i ima molekulsku masu od 183,678 Da.^[4]^[5]

Osobina	Vrednost
Broj akceptora vodonika	1
Broj donora vodonika	1
Broj rotacionih veza	2
Particioni koeficijent^[6] (ALogP)	2,5
Rastvorljivost^[7] (logS, log(mol/L))	-3,6
Polarna površina^[8] (PSA, Å²)	26,0

Reference

^ US patent 3415937, "The Suppression of Appetite with 1-(o-Chlorophenyl)-2-Methyl-2-Propylamine"
^ Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall / CRC. ISBN 0-412-46630-9.
^ Sannerud CA, Brady JV, Griffiths RR (1989). „Self-injection in baboons of amphetamines and related designer drugs”. NIDA Research Monograph. 94: 30—42. PMID 2514366.
^ Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ David S. Wishart; et al. (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic acids research. 36 (Database issue): D901—6. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.
^ Ghose, A.K., Viswanadhan V.N., and Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o. Архивирано из оригинала 22. 07. 2014. г. Приступљено 13. 12. 2013.
^ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
^ 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”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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

Clortermine

[1] US patent 3415937, "The Suppression of Appetite with 1-(o-Chlorophenyl)-2-Methyl-2-Propylamine"

[isbn0-412-46630-9-2] Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall / CRC. ISBN 0-412-46630-9.

[pmid2514366-3] Sannerud CA, Brady JV, Griffiths RR (1989). „Self-injection in baboons of amphetamines and related designer drugs”. NIDA Research Monograph. 94: 30—42. PMID 2514366.

[4] Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[5] David S. Wishart; et al. (2008). „DrugBank: a knowledgebase for drugs, drug actions and drug targets”. Nucleic acids research. 36 (Database issue): D901—6. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.

[6] Ghose, A.K., Viswanadhan V.N., and Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o. Архивирано из оригинала 22. 07. 2014. г. Приступљено 13. 12. 2013.

[7] Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[8] 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”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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