MedKoo Cat#: 526267 | Name: SB 235375

Description:

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

SB 235375 is a potent and selective neurokinin-3 receptor antagonist . It is a low central nervous system-penetrant.

Chemical Structure

SB 235375
SB 235375
CAS#224961-34-6 (free)

Theoretical Analysis

MedKoo Cat#: 526267

Name: SB 235375

CAS#: 224961-34-6 (free)

Chemical Formula: C27H24N2O4

Exact Mass: 440.1736

Molecular Weight: 440.50

Elemental Analysis: C, 73.62; H, 5.49; N, 6.36; O, 14.53

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 #
192704-51-1 (HCl) 224961-34-6 (free) 224633-16-3 (sodium)
Synonym
SB 235375; SB235375; SB-235375.
IUPAC/Chemical Name
(-)-(S)-N-(alpha-Ethylbenzyl)-3-(carboxymethoxy)-2-phenylquinoline-4-carboxamide
InChi Key
RJIWGNBRTQFKBW-NRFANRHFSA-N
InChi Code
InChI=1S/C27H24N2O4/c1-2-21(18-11-5-3-6-12-18)29-27(32)24-20-15-9-10-16-22(20)28-25(19-13-7-4-8-14-19)26(24)33-17-23(30)31/h3-16,21H,2,17H2,1H3,(H,29,32)(H,30,31)/t21-/m0/s1
SMILES Code
O=C(C1=C(OCC(O)=O)C(C2=CC=CC=C2)=NC3=CC=CC=C13)N[C@@H](CC)C4=CC=CC=C4
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 440.50 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: Wu Z, Graybill TL, Zeng X, Platchek M, Zhang J, Bodmer VQ, Wisnoski DD, Deng J, Coppo FT, Yao G, Tamburino A, Scavello G, Franklin GJ, Mataruse S, Bedard KL, Ding Y, Chai J, Summerfield J, Centrella PA, Messer JA, Pope AJ, Israel DI. Cell-Based Selection Expands the Utility of DNA-Encoded Small-Molecule Library Technology to Cell Surface Drug Targets: Identification of Novel Antagonists of the NK3 Tachykinin Receptor. ACS Comb Sci. 2015 Dec 14;17(12):722-31. doi: 10.1021/acscombsci.5b00124. PubMed PMID: 26562224. 2: Copel C, Osorio N, Crest M, Gola M, Delmas P, Clerc N. Activation of neurokinin 3 receptor increases Na(v)1.9 current in enteric neurons. J Physiol. 2009 Apr 1;587(Pt 7):1461-79. doi: 10.1113/jphysiol.2009.169409. PubMed PMID: 19204045; PubMed Central PMCID: PMC2678219. 3: Poole DP, Amadesi S, Rozengurt E, Thacker M, Bunnett NW, Furness JB. Stimulation of the neurokinin 3 receptor activates protein kinase C epsilon and protein kinase D in enteric neurons. Am J Physiol Gastrointest Liver Physiol. 2008 May;294(5):G1245-56. doi: 10.1152/ajpgi.00521.2007. PubMed PMID: 18308856. 4: Sanger GJ, Tuladhar BR, Bueno L, Furness JB. Defensive and pathological functions of the gastrointestinal NK3 receptor. Vascul Pharmacol. 2006 Oct;45(4):215-20. Review. PubMed PMID: 16901762. 5: Bassil AK, Dass NB, Sanger GJ. The prokinetic-like activity of ghrelin in rat isolated stomach is mediated via cholinergic and tachykininergic motor neurones. Eur J Pharmacol. 2006 Aug 21;544(1-3):146-52. PubMed PMID: 16859671. 6: Cloutier F, Ongali B, Deschamps K, Brouillette J, Neugebauer W, Couture R. Upregulation of tachykinin NK-1 and NK-3 receptor binding sites in the spinal cord of spontaneously hypertensive rat: impact on the autonomic control of blood pressure. Br J Pharmacol. 2006 May;148(1):25-38. PubMed PMID: 16491095; PubMed Central PMCID: PMC1617045. 7: Kamo I, Chancellor MB, de Groat WC, Yoshimura N. Differential effects of activation of peripheral and spinal tachykinin neurokinin(3) receptors on the micturition reflex in rats. J Urol. 2005 Aug;174(2):776-81. PubMed PMID: 16006975. 8: Deschamps K, Couture R. The ventral tegmental area as a putative target for tachykinins in cardiovascular regulation. Br J Pharmacol. 2005 Jul;145(6):712-27. PubMed PMID: 15895109; PubMed Central PMCID: PMC1576198. 9: Howe HE, Somponpun SJ, Sladek CD. Role of neurokinin 3 receptors in supraoptic vasopressin and oxytocin neurons. J Neurosci. 2004 Nov 10;24(45):10103-10. PubMed PMID: 15537880. 10: Myers AC, Goldie RG, Hay DW. A novel role for tachykinin neurokinin-3 receptors in regulation of human bronchial Ganglia neurons. Am J Respir Crit Care Med. 2005 Feb 1;171(3):212-6. PubMed PMID: 15477495. 11: Shafton AD, Bogeski G, Kitchener PD, Lewis VA, Sanger GJ, Furness JB. Effects of the peripherally acting NK receptor antagonist, SB-235375, on intestinal and somatic nociceptive responses and on intestinal motility in anaesthetized rats. Neurogastroenterol Motil. 2004 Apr;16(2):223-31. PubMed PMID: 15086876. 12: Lessard A, Laurin M, Yamaguchi N, Couture R. Central anti-hypertensive effect of tachykinin NK3 receptor antagonists in rat. Eur J Pharmacol. 2004 Feb 13;486(1):75-83. PubMed PMID: 14751411. 13: Fioramonti J, Gaultier E, Toulouse M, Sanger GJ, Bueno L. Intestinal anti-nociceptive behaviour of NK3 receptor antagonism in conscious rats: evidence to support a peripheral mechanism of action. Neurogastroenterol Motil. 2003 Aug;15(4):363-9. PubMed PMID: 12846724. 14: Hay DW, Giardina GA, Griswold DE, Underwood DC, Kotzer CJ, Bush B, Potts W, Sandhu P, Lundberg D, Foley JJ, Schmidt DB, Martin LD, Kilian D, Legos JJ, Barone FC, Luttmann MA, Grugni M, Raveglia LF, Sarau HM. Nonpeptide tachykinin receptor antagonists. III. SB 235375, a low central nervous system-penetrant, potent and selective neurokinin-3 receptor antagonist, inhibits citric acid-induced cough and airways hyper-reactivity in guinea pigs. J Pharmacol Exp Ther. 2002 Jan;300(1):314-23. PubMed PMID: 11752131. 15: Ruggieri MR, Filer-Maerten S, Hieble JP, Hay DW. Role of neurokinin receptors in the behavioral effect of intravesical antigen infusion in guinea pig bladder. J Urol. 2000 Jul;164(1):197-202. PubMed PMID: 10840459.