MedKoo Cat#: 206492 | Name: WRR-483

Description:

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

WRR-483, an analogue of K-11777, is a potent and selective cysteine protease inhibitor with trypanocidal activity in cell culture and animal model with comparable efficacy to K11777. WRR-483 demonstrates good potency against cruzain with sensitivity to pH conditions and high efficacy in the cell culture assay. Furthermore, WRR-483 also eradicates parasite infection in a mouse model of acute Chagas' disease. WRR-483 binds covalently to the active site cysteine of the protease in a similar manner as other vinyl sulfone-based inhibitors. WRR-483 has potential to be developed as a treatment for Chagas' disease.

Chemical Structure

WRR-483
WRR-483
CAS#1076088-50-0

Theoretical Analysis

MedKoo Cat#: 206492

Name: WRR-483

CAS#: 1076088-50-0

Chemical Formula: C29H41N7O4S

Exact Mass: 583.2941

Molecular Weight: 583.75

Elemental Analysis: C, 59.67; H, 7.08; N, 16.80; O, 10.96; S, 5.49

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
WRR-483; WRR 483; WRR483.
IUPAC/Chemical Name
N-((S)-5-guanidino-1-oxo-1-(((S,E)-5-phenyl-1-(phenylsulfonyl)pent-1-en-3-yl)amino)pentan-2-yl)-4-methylpiperazine-1-carboxamide
InChi Key
QLVPCZICLZOVOF-GQCXWPLSSA-N
InChi Code
InChI=1S/C29H41N7O4S/c1-35-18-20-36(21-19-35)29(38)34-26(13-8-17-32-28(30)31)27(37)33-24(15-14-23-9-4-2-5-10-23)16-22-41(39,40)25-11-6-3-7-12-25/h2-7,9-12,16,22,24,26H,8,13-15,17-21H2,1H3,(H,33,37)(H,34,38)(H4,30,31,32)/b22-16+/t24-,26-/m0/s1
SMILES Code
O=C(N[C@H](C(N[C@H](/C=C/S(=O)(C1=CC=CC=C1)=O)CCC2=CC=CC=C2)=O)CCCNC(N)=N)N3CCN(CC3)C
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, not in water
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
More Info
Related CAS# 1076088-50-0 (WRR-483 free base) 1076089-14-9 (WRR-483 2HCl salt)

Preparing Stock Solutions

The following data is based on the product molecular weight 583.75 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
1: Cobo ER, Reed SL, Corbeil LB. Effect of vinyl sulfone inhibitors of cysteine proteinases on Tritrichomonas foetus infection. Int J Antimicrob Agents. 2012 Mar;39(3):259-62. doi: 10.1016/j.ijantimicag.2011.09.026. Epub 2011 Nov 21. PubMed PMID: 22104282; PubMed Central PMCID: PMC3279618. 2: Chen YT, Brinen LS, Kerr ID, Hansell E, Doyle PS, McKerrow JH, Roush WR. In vitro and in vivo studies of the trypanocidal properties of WRR-483 against Trypanosoma cruzi. PLoS Negl Trop Dis. 2010 Sep 14;4(9). pii: e825. doi: 10.1371/journal.pntd.0000825. PubMed PMID: 20856868; PubMed Central PMCID: PMC2939063.