L 366948

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MedKoo CAT#: 596534

CAS#: 127819-97-0

Description: L 366948 is an oxytocin receptor antagonist.


Price and Availability

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Pricing updated 2020-04-07. Prices are subject to change without notice.

L 366948 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 596534
Name: L 366948
CAS#: 127819-97-0
Chemical Formula: C42H54N8O6
Exact Mass: 766.4166
Molecular Weight: 766.94
Elemental Analysis: C, 65.78; H, 7.10; N, 14.61; O, 12.52


Synonym: L 366948; L-366948; L366948; L 366,948; L-366,948; L366,948;

IUPAC/Chemical Name: 24-((1H-imidazol-5-yl)methyl)-13-(sec-butyl)-16-(naphthalen-2-ylmethyl)octadecahydro-2H,12H-dipyrido[1,2-a:1',2'-d]pyrrolo[1,2-j][1,4,7,10,13,16]hexaazacyclooctadecine-6,12,15,18,23,26(6aH)-hexaone

InChi Key: ILLSOIRJMQNTIA-UHFFFAOYSA-N

InChi Code: 1S/C42H54N8O6/c1-3-26(2)36-42(56)50-19-9-7-14-35(50)41(55)49-18-8-6-13-33(49)39(53)46-32(23-30-24-43-25-44-30)40(54)48-20-10-15-34(48)38(52)45-31(37(51)47-36)22-27-16-17-28-11-4-5-12-29(28)21-27/h4-5,11-12,16-17,21,24-26,31-36H,3,6-10,13-15,18-20,22-23H2,1-2H3,(H,43,44)(H,45,52)(H,46,53)(H,47,51)

SMILES Code: CCC(C1C(N2CCCCC2C(N3CCCCC3C(NC(Cc4[nH]cnc4)C(N5CCCC5C(NC(Cc(cc6)cc7c6cccc7)C(N1)=O)=O)=O)=O)=O)=O)C


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Politowska E, Drabik P, Kazmierkiewicz R, Ciarkowsk J. Docking ligands to vasopressin and oxytocin receptors via genetic algorithm. J Recept Signal Transduct Res. 2002 Feb-Nov;22(1-4):393-409. PubMed PMID: 12503629.

2: Hu J, Ludwig TE, Salli U, Stormshak F, Mirando MA. Autocrine/paracrine action of oxytocin in pig endometrium. Biol Reprod. 2001 Jun;64(6):1682-8. PubMed PMID: 11369595.

3: Politowska E, Czaplewski C, Ciarkowski J. Molecular modeling of the oxytocin receptor/bioligand interactions. Acta Biochim Pol. 1999;46(3):581-90. PubMed PMID: 10698266.

4: Yibchok-Anun S, Cheng H, Heine PA, Hsu WH. Characterization of receptors mediating AVP- and OT-induced glucagon release from the rat pancreas. Am J Physiol. 1999 Jul;277(1 Pt 1):E56-62. PubMed PMID: 10409128.

5: Yibchok-anun S, Hsu WH. Effects of arginine vasopressin and oxytocin on glucagon release from clonal alpha-cell line In-R1-G9: involvement of V1b receptors. Life Sci. 1998;63(21):1871-8. PubMed PMID: 9825765.

6: Fejgin MD, Pak SC, Flouret G, Parsons MT, Wilson L Jr. Comparison of the in vivo activity of different oxytocin antagonists in the pregnant baboon. J Soc Gynecol Investig. 1998 Sep-Oct;5(5):251-4. PubMed PMID: 9773400.

7: McMahon LR, Wellman PJ. Assessment of the role of oxytocin receptors in phenylpropanolamine-induced anorexia in rats. Pharmacol Biochem Behav. 1997 Aug;57(4):767-70. PubMed PMID: 9259004.

8: Yu H, Hsu WH. SK&F 105494, a V2-vasopressin receptor antagonist, blocks oxytocin receptors in porcine myometrium. Zhongguo Yao Li Xue Bao. 1996 Jul;17(4):365-8. PubMed PMID: 9812726.

9: Yu H, Zhuge R, Hsu WH. Lysine vasopressin-induced increases in porcine myometrial contractility and intracellular Ca2+ concentrations of myometrial cells: involvement of oxytocin receptors. Biol Reprod. 1995 Mar;52(3):584-590. PubMed PMID: 7756452.

10: Pak SC, Bertoncini D, Meyer W, Scaunas D, Flouret G, Wilson L Jr. Comparison of binding affinity of oxytocin antagonists to human and rat uterine oxytocin receptors and their correlation to the rat uterine oxytocic bioassay. Biol Reprod. 1994 Dec;51(6):1140-4. PubMed PMID: 7888492.

11: Clineschmidt BV, Pettibone DJ, Reiss DR, Lis EV, Haluska GJ, Novy MJ, Cook MJ, Cukierski MA, Kaufman MJ, Bock MG, et al. Antagonism of oxytocin in rats and pregnant rhesus monkeys by the novel cyclic hexapeptides, L-366,682 and L-366,948. J Pharmacol Exp Ther. 1991 Mar;256(3):827-32. PubMed PMID: 2005582.

12: Pettibone DJ, Clineschmidt BV, Lis EV, Reiss DR, Totaro JA, Woyden CJ, Bock MG, Freidinger RM, Tung RD, Veber DF, et al. In vitro pharmacological profile of a novel structural class of oxytocin antagonists. J Pharmacol Exp Ther. 1991 Jan;256(1):304-8. PubMed PMID: 1988661.