L-368899 HCl
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MedKoo CAT#: 532058

CAS#: 160312-62-9 (HCl)

Description: L-368899 is a non-peptide and orally active oxytocin receptor antagonist that displays > 40-fold selectivity over vasopressin V1a and V2 receptors. L-368,899 HCl antagonizes oxytocin-induced uterine contractions in vitro and in vivo.


Chemical Structure

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L-368899 HCl
CAS# 160312-62-9 (HCl)

Theoretical Analysis

MedKoo Cat#: 532058
Name: L-368899 HCl
CAS#: 160312-62-9 (HCl)
Chemical Formula: C26H43ClN4O5S2
Exact Mass: 590.2363
Molecular Weight: 591.22
Elemental Analysis: C, 52.82; H, 7.33; Cl, 6.00; N, 9.48; O, 13.53; S, 10.85

Price and Availability

Size Price Availability Quantity
1.0mg USD 220.0 2 Weeks
5.0mg USD 465.0 2 Weeks
10.0mg USD 740.0 2 Weeks
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Related CAS #: 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 Key: GIUFQWFJHXXXEQ-SYENMOKSSA-N

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

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

Preparing Stock Solutions

The following data is based on the product molecular weight 591.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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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.