U 27391

WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 597741

CAS#: 106314-87-8

Description: U 27391 inhibits the action of human recombinant interleukin-1beta and glycosaminoglycan synthesis. U 27391 is a metalloproteinase inhibitor.

Price and Availability

Pricing updated 2021-01-19. Prices are subject to change without notice.

U 27391 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#: 597741
Name: U 27391
CAS#: 106314-87-8
Chemical Formula: C23H36N4O5
Exact Mass: 448.2686
Molecular Weight: 448.56
Elemental Analysis: C, 61.59; H, 8.09; N, 12.49; O, 17.83

Synonym: U 27391; U-27391; U27391;

IUPAC/Chemical Name: N1-((S)-1-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)-N4-hydroxy-2-isobutylsuccinamide

InChi Key: HLSQLCOADIMQBK-MNNMKWMVSA-N

InChi Code: InChI=1S/C23H36N4O5/c1-14(2)10-17(13-20(28)27-32)22(30)26-19(11-15(3)4)23(31)25-18(21(24)29)12-16-8-6-5-7-9-16/h5-9,14-15,17-19,32H,10-13H2,1-4H3,(H2,24,29)(H,25,31)(H,26,30)(H,27,28)/t17?,18-,19-/m0/s1

SMILES Code: O=C(N)[C@H](CC1=CC=CC=C1)NC([C@H](CC(C)C)NC(C(CC(NO)=O)CC(C)C)=O)=O

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:

>3 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:

2934.99.03.00

References

1: Steinmeyer J, Daufeldt S. Pharmacological influence of antirheumatic drugs on proteoglycans from interleukin-1 treated articular cartilage. Biochem Pharmacol. 1997 Jun 1;53(11):1627-35. PubMed PMID: 9264315.

2: Steinmeyer J, Daufeldt S, Kalbhen DA. The proteoglycan metabolism, morphology and viability of articular cartilage treated with a synthetic matrix metalloproteinase inhibitor. Res Exp Med (Berl). 1997;197(2):63-79. PubMed PMID: 9380952.

3: Seed MP, Ismaiel S, Cheung CY, Thomson TA, Gardner CR, Atkins RM, Elson CJ. Inhibition of interleukin 1 beta induced rat and human cartilage degradation in vitro by the metalloproteinase inhibitor U27391. Ann Rheum Dis. 1993 Jan;52(1):37-43. PubMed PMID: 8427512; PubMed Central PMCID: PMC1004953.

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