Himbacin

Himbacin
(IUPAC) ime
	(3aR,4R,4aS,8aR,9aS)- 4(E)-[(2R,6S)- 1,6-dimethylpiperidin- 2-yl]vinyl 3-methyldecahydronaphtho[2,3-c]furan- 1(3H)-one
Klinički podaci
Identifikatori
CAS broj	6879-74-9
ATC kod	nije dodeljen
PubChem	6436265
ChemSpider	4940913
Hemijski podaci
Formula	C22H35NO2
Mol. masa	345.27 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C22H35NO2/c1-14-7-6-9-17(23(14)3)11-12-19-18-10-5-4-8-16(18)13-20-21(19)15(2)25-22(20)24/h11-12,14-21H,4-10,13H2,1-3H3/b12-11+/t14-,15-,16+,17+,18-,19+,20-,21+/m0/s1 ; Key: FMPNFDSPHNUFOS-LPJDIUFZSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

Himbacin je alkaloid koji je izolovan iz kore Australijskih magnolija. Himbacin je bio sintetisan koristeći Diels-Alderovu reakciju kao ključni korak.^[4] Aktivnost himbacina kao antagonista muskarinskog receptora, sa specifičnošću za muskarinski acetilholinski receptor M2, mu je dala status obećavajuće početne tačke u istraživanjima Alchajmerove bolesti.^[5]^[6]

Razvoj muskarinskih antagonista zasnovanih na himbacinu je bio neuspešan, ali je jedno analogno jedinjenje u kliničkim ispitivanjima kao antagonist trombinskog receptora.^[7]^[8]

Literatura

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Chackalamannil S, Davies RJ, Wang Y, et al. (March 1999). „Total Synthesis of (+)-Himbacine and (+)-Himbeline”. J. Org. Chem. 64 (6): 1932–1940. DOI:10.1021/jo981983. PMID 11674285.
↑ Malaska MJ, Fauq AH, Kozikowski AP, Aagaard PJ, McKinney M (1995). „Chemical Modification of Ring C of Himbacine: Discovery of a Pharmacophoric Element for M2-Selectivity”. Bioorganic and Medicinal Chemistry Letters 5 (1): 61–66. DOI:10.1016/0960-894X(94)00459-S.
↑ Chackalamannil S, Doller D, McQuade R, Ruperto V (2004). „Himbacine analogs as muscarinic receptor antagonists-effects of tether and heterocyclic variations”. Bioorganic and Medicinal Chemistry Letters 14 (15): 3967–3970. DOI:10.1016/j.bmcl.2004.05.047. PMID 15225708.
↑ Chackalamannil S, Wang Y, Greenlee WJ, 'et al. (2008). „Discovery of a Novel, Orally Active Himbacine-Based Thrombin Receptor Antagonist (SCH 530348) with Potent Antiplatelet Activity”. J. Med. Chem. 51 (11): 3061–3064. DOI:10.1021/jm800180e. PMID 18447380.
↑ „Blog entry about Himbacine and its history in drug development”. Arhivirano iz originala na datum 2011-01-19.

Spoljašnje veze

	Portal Medicina
	Portal Hemija

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[pmid11674285-4] Chackalamannil S, Davies RJ, Wang Y, et al. (March 1999). „Total Synthesis of (+)-Himbacine and (+)-Himbeline”. J. Org. Chem. 64 (6): 1932–1940. DOI:10.1021/jo981983. PMID 11674285.

[Malaska_et_al-5] Malaska MJ, Fauq AH, Kozikowski AP, Aagaard PJ, McKinney M (1995). „Chemical Modification of Ring C of Himbacine: Discovery of a Pharmacophoric Element for M2-Selectivity”. Bioorganic and Medicinal Chemistry Letters 5 (1): 61–66. DOI:10.1016/0960-894X(94)00459-S.

[pmid15225708-6] Chackalamannil S, Doller D, McQuade R, Ruperto V (2004). „Himbacine analogs as muscarinic receptor antagonists-effects of tether and heterocyclic variations”. Bioorganic and Medicinal Chemistry Letters 14 (15): 3967–3970. DOI:10.1016/j.bmcl.2004.05.047. PMID 15225708.

[pmid18447380-7] Chackalamannil S, Wang Y, Greenlee WJ, 'et al. (2008). „Discovery of a Novel, Orally Active Himbacine-Based Thrombin Receptor Antagonist (SCH 530348) with Potent Antiplatelet Activity”. J. Med. Chem. 51 (11): 3061–3064. DOI:10.1021/jm800180e. PMID 18447380.

[urlIn_Which_I_Hate_A_Wonder_Drug._In_the_Pipeline:-8] „Blog entry about Himbacine and its history in drug development”. Arhivirano iz originala na datum 2011-01-19.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]