L-368,899

L-368,899
(IUPAC) ime
	(S)-2-amino-N-((1S,2S,4R)-7,7-dimethyl-1-((4-o-tolylpiperazin-1-ylsulfonyl)methyl)bicyclo[2.2.1]heptan-2-yl)-4-(methylsulfonyl)butanamide
Klinički podaci
Identifikatori
CAS broj	148927-60-0
ATC kod	?
PubChem	132857
Hemijski podaci
Formula	C26H42N4O5S2
Mol. masa	554.260 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C26H42N4O5S2/c1-19-7-5-6-8-22(19)29-12-14-30(15-13-29)37(34,35)18-26-11-9-20(25(26,2)3)17-23(26)28-24(31)21(27)10-16-36(4,32)33/h5-8,20-21,23H,9-18,27H2,1-4H3,(H,28,31)/t20-,21+,23+,26-/m1/s1 ; Key: MWIASLNTAGRGGA-ZJPWWDJASA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

L-368,899 je lek koji se koristi u naučnim istraživanjima. On deluje kao selektivni antagonist oksitocinskog receptora, sa znatnom selektivnošću u odnosu na vazopresinske receptore.^[3] Za razliku od srodnih lekova kao što je periferno selektivni L-371,257, njegova oralna bioraspoloživost je visoka i moždana penetracija je brza, sa selektivnom akumulacijom u limbičnom sistemu. To ga čini korisnim oruđem za istraživanje centralno posredovanih uloga oksitocina, kao što su socijalno ponašanje i formiranje parova. Ispitivanja na primatima su pokazala da L-368,899 ima redukujuću ulogu u brojnim oblicima ponašanja, kao što su raspodela hrane, seksualna aktivnost i briga za infante, što demonstrira značaj oksitocinergijske signalizacije u posredovanju tih važnih oblika socijalnog ponašanja.^[4]^[5]

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.
↑ Williams PD, Anderson PS, Ball RG, Bock MG, Carroll L, Chiu SH, Clineschmidt BV, Culberson JC, Erb JM, Evans BE (March 1994). „1-((7,7-Dimethyl-2(S)-(2(S)-amino-4-(methylsulfonyl)butyramido)bicyclo [2.2.1]-heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperaz ine (L-368,899): an orally bioavailable, non-peptide oxytocin antagonist with potential utility for managing preterm labor”. Journal of Medicinal Chemistry 37 (5): 565–71. PMID 8126695.
↑ Boccia ML, Goursaud AP, Bachevalier J, Anderson KD, Pedersen CA (September 2007). „Peripherally administered non-peptide oxytocin antagonist, L368,899, accumulates in limbic brain areas: a new pharmacological tool for the study of social motivation in non-human primates”. Hormones and Behavior 52 (3): 344–51. DOI:10.1016/j.yhbeh.2007.05.009. PMC 2712625. PMID 17583705.
↑ Smith AS, Agmo A, Birnie AK, French JA (February 2010). „Manipulation of the oxytocin system alters social behavior and attraction in pair-bonding primates, Callithrix penicillata”. Hormones and Behavior 57 (2): 255–62. DOI:10.1016/j.yhbeh.2009.12.004. PMC 2824532. PMID 20025881.

Vanjske veze

	Portal Medicina
	Portal Hemija

Šablon:Neuropeptidni ligandi

[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.

[pmid8126695-3] Williams PD, Anderson PS, Ball RG, Bock MG, Carroll L, Chiu SH, Clineschmidt BV, Culberson JC, Erb JM, Evans BE (March 1994). „1-((7,7-Dimethyl-2(S)-(2(S)-amino-4-(methylsulfonyl)butyramido)bicyclo [2.2.1]-heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperaz ine (L-368,899): an orally bioavailable, non-peptide oxytocin antagonist with potential utility for managing preterm labor”. Journal of Medicinal Chemistry 37 (5): 565–71. PMID 8126695.

[pmid17583705-4] Boccia ML, Goursaud AP, Bachevalier J, Anderson KD, Pedersen CA (September 2007). „Peripherally administered non-peptide oxytocin antagonist, L368,899, accumulates in limbic brain areas: a new pharmacological tool for the study of social motivation in non-human primates”. Hormones and Behavior 52 (3): 344–51. DOI:10.1016/j.yhbeh.2007.05.009. PMC 2712625. PMID 17583705.

[pmid20025881-5] Smith AS, Agmo A, Birnie AK, French JA (February 2010). „Manipulation of the oxytocin system alters social behavior and attraction in pair-bonding primates, Callithrix penicillata”. Hormones and Behavior 57 (2): 255–62. DOI:10.1016/j.yhbeh.2009.12.004. PMC 2824532. PMID 20025881.

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