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MedKoo Cat#: 461499 | Name: RSR4

Description:

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

RSR4 is one of the most potent allosteric effectors of hemoglobin.

Chemical Structure

RSR4
RSR4
CAS#131179-94-7

Theoretical Analysis

MedKoo Cat#: 461499

Name: RSR4

CAS#: 131179-94-7

Chemical Formula: C18H17Cl2NO4

Exact Mass: 381.0535

Molecular Weight: 382.23

Elemental Analysis: C, 56.56; H, 4.48; Cl, 18.55; N, 3.66; O, 16.74

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
RSR4; RSR 4; RSR-4;
IUPAC/Chemical Name
2-(4-(2-((3,5-dichlorophenyl)amino)-2-oxoethyl)phenoxy)-2-methylpropanoic acid
InChi Key
YSKMQAIZJHNDTP-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H17Cl2NO4/c1-18(2,17(23)24)25-15-5-3-11(4-6-15)7-16(22)21-14-9-12(19)8-13(20)10-14/h3-6,8-10H,7H2,1-2H3,(H,21,22)(H,23,24)
SMILES Code
CC(C)(OC1=CC=C(CC(NC2=CC(Cl)=CC(Cl)=C2)=O)C=C1)C(O)=O
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 382.23 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: Khandelwal SR, Randad RS, Lin PS, Meng H, Pittman RN, Kontos HA, Choi SC, Abraham DJ, Schmidt-Ullrich R. Enhanced oxygenation in vivo by allosteric inhibitors of hemoglobin saturation. Am J Physiol. 1993 Oct;265(4 Pt 2):H1450-3. PubMed PMID: 8238433. 2: Wagner S, Bernhardt A, Leuendorf JE, Drewke C, Lytovchenko A, Mujahed N, Gurgui C, Frommer WB, Leistner E, Fernie AR, Hellmann H. Analysis of the Arabidopsis rsr4-1/pdx1-3 mutant reveals the critical function of the PDX1 protein family in metabolism, development, and vitamin B6 biosynthesis. Plant Cell. 2006 Jul;18(7):1722-35. Epub 2006 Jun 9. PubMed PMID: 16766694; PubMed Central PMCID: PMC1488916. 3: Safo MK, Boyiri T, Burnett JC, Danso-Danquah R, Moure CM, Joshi GS, Abraham DJ. X-ray crystallographic analyses of symmetrical allosteric effectors of hemoglobin: compounds designed to link primary and secondary binding sites. Acta Crystallogr D Biol Crystallogr. 2002 Apr;58(Pt 4):634-44. Epub 2002 Mar 22. PubMed PMID: 11914488. 4: Kiger L, Dumoulin A, Edelstein SJ, Abraham DJ, Promé D, Poyart C, Marden MC, Pagnier J. Chimeric beta-EF3-alpha hemoglobin (Psi): energetics of subunit interaction and ligand binding. Biochemistry. 1998 May 19;37(20):7328-39. PubMed PMID: 9585547. 5: Lytovchenko A, Beleggia R, Schauer N, Isaacson T, Leuendorf JE, Hellmann H, Rose JK, Fernie AR. Application of GC-MS for the detection of lipophilic compounds in diverse plant tissues. Plant Methods. 2009 Apr 24;5:4. doi: 10.1186/1746-4811-5-4. PubMed PMID: 19393072; PubMed Central PMCID: PMC2680844. 6: Papassotiriou I, Kister J, Griffon N, Abraham DJ, Kanavakis E, Traeger-Synodinos J, Stamoulakatou A, Marden MC, Poyart C. Synthesized allosteric effectors of the hemoglobin molecule: a possible mechanism for improved erythrocyte oxygen release capability in hemoglobinopathy H disease. Exp Hematol. 1998 Sep;26(10):922-6. PubMed PMID: 9728926. 7: Abraham DJ, Wireko FC, Randad RS, Poyart C, Kister J, Bohn B, Liard JF, Kunert MP. Allosteric modifiers of hemoglobin: 2-[4-[[(3,5-disubstituted anilino)carbonyl]methyl]phenoxy]-2-methylpropionic acid derivatives that lower the oxygen affinity of hemoglobin in red cell suspensions, in whole blood, and in vivo in rats. Biochemistry. 1992 Sep 29;31(38):9141-9. PubMed PMID: 1390701. 8: Martin T, Hellmann H, Schmidt R, Willmitzer L, Frommer WB. Identification of mutants in metabolically regulated gene expression. Plant J. 1997 Jan;11(1):53-62. PubMed PMID: 9025302. 9: Kunert MP, Liard JF, Abraham DJ. RSR-13, an allosteric effector of hemoglobin, increases systemic and iliac vascular resistance in rats. Am J Physiol. 1996 Aug;271(2 Pt 2):H602-13. PubMed PMID: 8770102. 10: Uchida K, Reilly MP, Abraham DJ, Asakura T. Effect of an allosteric modifier of hemoglobin, RSR-4, on oxygen affinity and oxygen saturation of hemoglobin in rabbits. Jpn J Physiol. 1998 Dec;48(6):439-44. PubMed PMID: 10021497. 11: Leuendorf JE, Genau A, Szewczyk A, Mooney S, Drewke C, Leistner E, Hellmann H. The Pdx1 family is structurally and functionally conserved between Arabidopsis thaliana and Ginkgo biloba. FEBS J. 2008 Mar;275(5):960-9. doi: 10.1111/j.1742-4658.2008.06275.x. PubMed PMID: 18298794. 12: Papassotiriou I, Kister J, Griffon N, Stamoulakatou A, Abraham DJ, Marden MC, Loukopoulos D, Poyart C. Modulating the oxygen affinity of human fetal haemoglobin with synthetic allosteric modulators. Br J Haematol. 1998 Sep;102(5):1165-71. PubMed PMID: 9753039. 13: Borrione P, Mastrone A, Salvo RA, Spaccamiglio A, Grasso L, Angeli A. Oxygen delivery enhancers: past, present, and future. J Endocrinol Invest. 2008 Feb;31(2):185-92. Review. PubMed PMID: 18362513. 14: Teicher BA, Wong JS, Takeuchi H, Gravelin LM, Ara G, Buxton D. Allosteric effectors of hemoglobin as modulators of chemotherapy and radiation therapy in vitro and in vivo. Cancer Chemother Pharmacol. 1998;42(1):24-30. PubMed PMID: 9619754.

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