L-368899 HCl

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MedKoo CAT#: 532058

CAS#: 160312-62-9 (HCl)

Description: L-368899 is a potent, non-peptide and orally active oxytocin receptor antagonist (IC50 = 8.9 nM) that displays > 40-fold selectivity over vasopressin V1a and V2 receptors (IC50 values are 370 and 570 nM respectively). L-368,899 HCl antagonizes oxytocin-induced uterine contractions in vitro and in vivo.

Price and Availability

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Pricing updated 2020-03-30. Prices are subject to change without notice.

L-368899 HCl 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


Theoretical Analysis

MedKoo Cat#: 532058
Name: L-368899 HCl
CAS#: 160312-62-9 (HCl)
Chemical Formula: C26H43ClN4O5S2
Exact Mass:
Molecular Weight: 591.22
Elemental Analysis: C, 52.82; H, 7.33; Cl, 6.00; N, 9.48; O, 13.53; S, 10.85

Related CAS #: 160312-62-9 (HCl)   148927-60-0 (Free Base)  

Synonym: L-368,899 HCl; L-368,899; L-368,899; L-368,899.

IUPAC/Chemical Name: 1-((7,7-Dimethyl-2(S)-(2(S)-amino-4-(methylsulfonyl)butyramido)bicyclo[2,2,1]heptan-1(S)-yl)methylsulfonyl)-4-(2-methylphenyl)piperazine hydrochloride


InChi Code: InChI=1S/C26H42N4O5S2.ClH/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);1H/t20?,21-,23-,26+;/m0./s1

SMILES Code: CC1=CC=CC=C1N2CCN(S(=O)(C[C@@]3(C4(C)C)[C@@H](NC([C@@H](N)CCS(=O)(C)=O)=O)CC4CC3)=O)CC2.[H]Cl

Technical Data

Solid powder

>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).

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:


1: Smith AL, Freeman SM, Voll RJ, Young LJ, Goodman MM. Carbon-11 N-methyl alkylation of L-368,899 and in vivo PET imaging investigations for neural oxytocin receptors. Bioorg Med Chem Lett. 2013 Feb 1;23(3):902-6. doi: 10.1016/j.bmcl.2012.10.116. PubMed PMID: 23270988; PubMed Central PMCID: PMC3756487.

2: Mann GE, Lamming GE, Scholey D, Hunter M, Pettibone DJ. Attenuation of PGF2alpha release in ewes infused with the oxytocin antagonist L-368,899. Domest Anim Endocrinol. 2003 Oct;25(3):255-62. PubMed PMID: 14550509.

3: Matuszewski BK, Chavez-Eng CM, Constanzer ML. Development of high-performance liquid chromatography-tandem mass spectrometric methods for the determination of a new oxytocin receptor antagonist (L-368,899) extracted from human plasma and urine: a case of lack of specificity due to the presence of metabolites. J Chromatogr B Biomed Sci Appl. 1998 Sep 25;716(1-2):195-208. PubMed PMID: 9824233.

4: Thompson KL, Vincent SH, Miller RR, Colletti AE, Alvaro RF, Wallace MA, Feeney WP, Chiu SH. Pharmacokinetics and disposition of the oxytocin receptor antagonist L-368,899 in rats and dogs. Drug Metab Dispos. 1997 Oct;25(10):1113-8. PubMed PMID: 9321512.

5: Williams PD, Anderson PS, Ball RG, Bock MG, Carroll L, Chiu SH, Clineschmidt BV, Culberson JC, Erb JM, Evans BE, et al. 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. J Med Chem. 1994 Mar 4;37(5):565-71. PubMed PMID: 8126695.