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MedKoo Cat#: 328041 | Name: Modipafant racemate

Description:

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

Modipafant racemate, also known as UK-74505, is a potent and specific oral platelet activating factor (PAF) receptor antagonist, on airway and systemic responses to inhaled PAF in humans.

Chemical Structure

Modipafant racemate
Modipafant racemate
CAS#122956-68-7

Theoretical Analysis

MedKoo Cat#: 328041

Name: Modipafant racemate

CAS#: 122956-68-7

Chemical Formula: C34H29ClN6O3

Exact Mass: 604.1990

Molecular Weight: 605.10

Elemental Analysis: C, 67.49; H, 4.83; Cl, 5.86; N, 13.89; O, 7.93

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 #
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Synonym
Modipafant racemate; UK-74505; UK 74505; UK74505.
IUPAC/Chemical Name
ethyl 4-(2-chlorophenyl)-6-methyl-2-(4-(2-methyl-1H-imidazo[4,5-c]pyridin-1-yl)phenyl)-5-(pyridin-2-ylcarbamoyl)-1,4-dihydropyridine-3-carboxylate
InChi Key
ODRYSCQFUGFOSU-UHFFFAOYSA-N
InChi Code
InChI=1S/C34H29ClN6O3/c1-4-44-34(43)31-30(24-9-5-6-10-25(24)35)29(33(42)40-28-11-7-8-17-37-28)20(2)38-32(31)22-12-14-23(15-13-22)41-21(3)39-26-19-36-18-16-27(26)41/h5-19,30,38H,4H2,1-3H3,(H,37,40,42)
SMILES Code
O=C(C1=C(C2=CC=C(N3C(C)=NC4=C3C=CN=C4)C=C2)NC(C)=C(C(NC5=NC=CC=C5)=O)C1C6=CC=CC=C6Cl)OCC
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 605.10 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: Guerrero AT, Zarpelon AC, Vieira SM, Pinto LG, Ferreira SH, Cunha FQ, Verri WA Jr, Cunha TM. The role of PAF/PAFR signaling in zymosan-induced articular inflammatory hyperalgesia. Naunyn Schmiedebergs Arch Pharmacol. 2013 Jan;386(1):51-9. doi: 10.1007/s00210-012-0813-4. Erratum in: Naunyn Schmiedebergs Arch Pharmacol. 2013 Apr;386(4):351. Zaperlon, Ana C [corrected to Zarpelon, Ana C]. PubMed PMID: 23187752. 2: Lacerda-Queiroz N, Rodrigues DH, Vilela MC, Rachid MA, Soriani FM, Sousa LP, Campos RD, Quesniaux VF, Teixeira MM, Teixeira AL. Platelet-activating factor receptor is essential for the development of experimental cerebral malaria. Am J Pathol. 2012 Jan;180(1):246-55. doi: 10.1016/j.ajpath.2011.09.038. PubMed PMID: 22079430. 3: Lefebvre JS, Marleau S, Milot V, Lévesque T, Picard S, Flamand N, Borgeat P. Toll-like receptor ligands induce polymorphonuclear leukocyte migration: key roles for leukotriene B4 and platelet-activating factor. FASEB J. 2010 Feb;24(2):637-47. doi: 10.1096/fj.09-135624. PubMed PMID: 19843712. 4: Souza DG, Fagundes CT, Sousa LP, Amaral FA, Souza RS, Souza AL, Kroon EG, Sachs D, Cunha FQ, Bukin E, Atrasheuskaya A, Ignatyev G, Teixeira MM. Essential role of platelet-activating factor receptor in the pathogenesis of Dengue virus infection. Proc Natl Acad Sci U S A. 2009 Aug 18;106(33):14138-43. doi: 10.1073/pnas.0906467106. PubMed PMID: 19666557; PubMed Central PMCID: PMC2729033. 5: Bélanger C, Elimam H, Lefebvre J, Borgeat P, Marleau S. Involvement of endogenous leukotriene B4 and platelet-activating factor in polymorphonuclear leucocyte recruitment to dermal inflammatory sites in rats. Immunology. 2008 Jul;124(3):295-303. doi: 10.1111/j.1365-2567.2007.02767.x. PubMed PMID: 18217950; PubMed Central PMCID: PMC2440823. 6: Coelho FM, Pessini AC, Coelho AM, Pinho VS, Souza DG, Arantes EC, Teixeira MM, Teixeira AL. Platelet activating factor receptors drive CXC chemokine production, neutrophil influx and edema formation in the lungs of mice injected with Tityus serrulatus venom. Toxicon. 2007 Sep 1;50(3):420-7. PubMed PMID: 17532358. 7: Ferreira MA, Barcelos LS, Campos PP, Vasconcelos AC, Teixeira MM, Andrade SP. Sponge-induced angiogenesis and inflammation in PAF receptor-deficient mice (PAFR-KO). Br J Pharmacol. 2004 Apr;141(7):1185-92. PubMed PMID: 15023865; PubMed Central PMCID: PMC1574894. 8: Souza DG, Pinho V, Soares AC, Shimizu T, Ishii S, Teixeira MM. Role of PAF receptors during intestinal ischemia and reperfusion injury. A comparative study between PAF receptor-deficient mice and PAF receptor antagonist treatment. Br J Pharmacol. 2003 Jun;139(4):733-40. PubMed PMID: 12812996; PubMed Central PMCID: PMC1573892. 9: Rios-Santos F, Benjamim CF, Zavery D, Ferreira SH, Cunha Fde Q. A critical role of leukotriene B4 in neutrophil migration to infectious focus in cecal ligaton and puncture sepsis. Shock. 2003 Jan;19(1):61-5. PubMed PMID: 12558146. 10: Young RE, Thompson RD, Nourshargh S. Divergent mechanisms of action of the inflammatory cytokines interleukin 1-beta and tumour necrosis factor-alpha in mouse cremasteric venules. Br J Pharmacol. 2002 Dec;137(8):1237-46. PubMed PMID: 12466233; PubMed Central PMCID: PMC1573606. 11: Soares AC, Pinho VS, Souza DG, Shimizu T, Ishii S, Nicoli JR, Teixeira MM. Role of the platelet-activating factor (PAF) receptor during pulmonary infection with gram negative bacteria. Br J Pharmacol. 2002 Nov;137(5):621-8. PubMed PMID: 12381675; PubMed Central PMCID: PMC1573539. 12: Klein A, Pinho V, Alessandrini AL, Shimizu T, Ishii S, Teixeira MM. Platelet-activating factor drives eotaxin production in an allergic pleurisy in mice. Br J Pharmacol. 2002 Mar;135(5):1213-8. PubMed PMID: 11877329; PubMed Central PMCID: PMC1573234. 13: Au BT, Teixeira MM, Collins PD, Williams TJ. Blockade of PAF receptors controls interleukin-8 production by regulating the activation of neutrophil CD11/CD18. Eur J Pharmacol. 2001 Aug 3;425(1):65-71. PubMed PMID: 11672576. 14: Souza DG, Cara DC, Cassali GD, Coutinho SF, Silveira MR, Andrade SP, Poole SP, Teixeira MM. Effects of the PAF receptor antagonist UK74505 on local and remote reperfusion injuries following ischaemia of the superior mesenteric artery in the rat. Br J Pharmacol. 2000 Dec;131(8):1800-8. PubMed PMID: 11139461; PubMed Central PMCID: PMC1572514. 15: Borges CM, Silveira MR, Aparecida M, Beker CL, Freire-Maia L, Teixeira MM. Scorpion venom-induced neutrophilia is inhibited by a PAF receptor antagonist in the rat. J Leukoc Biol. 2000 Apr;67(4):515-9. PubMed PMID: 10770284. 16: Miotla JM, Jeffery PK, Hellewell PG. Platelet-activating factor plays a pivotal role in the induction of experimental lung injury. Am J Respir Cell Mol Biol. 1998 Feb;18(2):197-204. PubMed PMID: 9476906. 17: Norman KE, Williams TJ, Rossi AG. Comparison of the reversed passive Arthus and local Shwartzman reactions of rabbit skin: effects of the long-acting PAF antagonist UK-74,505. Br J Pharmacol. 1997 Apr;120(7):1286-93. PubMed PMID: 9105704; PubMed Central PMCID: PMC1564609. 18: Kitchen E, Rossi AG, Condliffe AM, Haslett C, Chilvers ER. Demonstration of reversible priming of human neutrophils using platelet-activating factor. Blood. 1996 Dec 1;88(11):4330-7. PubMed PMID: 8943870. 19: Jezequel SG, Uden S, Wastall P. Modipafant, a new PAF antagonist: pharmacokinetics and disposition in rat, dog and man. Xenobiotica. 1996 Sep;26(9):963-75. PubMed PMID: 8893043. 20: Kuitert LM, Angus RM, Barnes NC, Barnes PJ, Bone MF, Chung KF, Fairfax AJ, Higenbotham TW, O'Connor BJ, Piotrowska B, et al. Effect of a novel potent platelet-activating factor antagonist, modipafant, in clinical asthma. Am J Respir Crit Care Med. 1995 May;151(5):1331-5. PubMed PMID: 7735582.

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