Saredutant | SR-48968 | CAS#142001-63-6 | NK2 receptor antagonist

MedKoo Cat#: 326926 | Name: Saredutant

Description:

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

Saredutant, aslo known as SR-48968, is a NK2 receptor antagonist for the treatment of major depressive disorder. Saredutant has both antidepressant-like effects and synergizes with desipramine in an animal model of depression. Saredutant, ameliorates stress-induced conditions without impairing cognition. SR 48968 specifically depresses neurokinin A- vs. substance P-induced hyperalgesia in a nociceptive withdrawal reflex. SR 48968 inhibits citric acid-induced airway hyperresponsiveness in guinea pigs.

Chemical Structure

Saredutant

CAS#142001-63-6 (free base)

Theoretical Analysis

MedKoo Cat#: 326926

Name: Saredutant

CAS#: 142001-63-6 (free base)

Chemical Formula: C31H35Cl2N3O2

Exact Mass: 551.2106

Molecular Weight: 552.54

Elemental Analysis: C, 67.39; H, 6.39; Cl, 12.83; N, 7.61; O, 5.79

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 #

142001-63-6 (free base) 176381-98-9 (succinate)

Synonym

SR-48968; SR489686; SR 489686; Saredutant

IUPAC/Chemical Name

(S)-N-(4-(4-acetamido-4-phenylpiperidin-1-yl)-2-(3,4-dichlorophenyl)butyl)-N-methylbenzamide

InChi Key

PGKXDIMONUAMFR-AREMUKBSSA-N

InChi Code

InChI=1S/C31H35Cl2N3O2/c1-23(37)34-31(27-11-7-4-8-12-27)16-19-36(20-17-31)18-15-26(25-13-14-28(32)29(33)21-25)22-35(2)30(38)24-9-5-3-6-10-24/h3-14,21,26H,15-20,22H2,1-2H3,(H,34,37)/t26-/m1/s1

SMILES Code

O=C(N(C[C@@H](CCN1CCC(C2=CC=CC=C2)(NC(C)=O)CC1)C3=CC=C(Cl)C(Cl)=C3)C)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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 552.54 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.

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: Moreaux B, Beerens D, Gustin P. Development of a cough induction test in pigs: effects of SR 48968 and enalapril. J Vet Pharmacol Ther. 1999 Dec;22(6):387-9. PubMed PMID: 10651468. 2: Jacobs RT, Shenvi AB, Mauger RC, Ulatowski TG, Aharony D, Buckner CK. 4-Alkylpiperidines related to SR-48968: potent antagonists of the neurokinin-2 (NK2) receptor. Bioorg Med Chem Lett. 1998 Jul 21;8(14):1935-40. PubMed PMID: 9873462. 3: Boichot E, Germain N, Emonds-Alt X, Advenier C, Lagente V. Effects of SR 140333 and SR 48968 on antigen and substance P-induced activation of guinea-pig alveolar macrophages. Clin Exp Allergy. 1998 Oct;28(10):1299-305. PubMed PMID: 9824398. 4: Van Schoor J, Joos GF, Chasson BL, Brouard RJ, Pauwels RA. The effect of the NK2 tachykinin receptor antagonist SR 48968 (saredutant) on neurokinin A-induced bronchoconstriction in asthmatics. Eur Respir J. 1998 Jul;12(1):17-23. PubMed PMID: 9701408. 5: Bolser DC, DeGennaro FC, O'Reilly S, McLeod RL, Hey JA. Central antitussive activity of the NK1 and NK2 tachykinin receptor antagonists, CP-99,994 and SR 48968, in the guinea-pig and cat. Br J Pharmacol. 1997 May;121(2):165-70. PubMed PMID: 9154323; PubMed Central PMCID: PMC1564671. 6: Minabe Y, Ashby CR Jr. Effect of the acute and chronic administration of the selective neurokinin2 receptor antagonist SR 48968 on midbrain dopamine neurons in the rat: an in vivo extracellular single cell study. Synapse. 1997 Feb;25(2):196-204. PubMed PMID: 9021900. 7: Yashpal K, Hui-Chan CW, Henry JL. SR 48968 specifically depresses neurokinin A- vs. substance P-induced hyperalgesia in a nociceptive withdrawal reflex. Eur J Pharmacol. 1996 Jul 11;308(1):41-8. PubMed PMID: 8836630. 8: Girard V, Yavo JC, Emonds-Alt X, Advenier C. The tachykinin NK2 receptor antagonist SR 48968 inhibits citric acid-induced airway hyperresponsiveness in guinea pigs. Am J Respir Crit Care Med. 1996 May;153(5):1496-502. PubMed PMID: 8630592. 9: Croci T, Emonds-Alt X, Le Fur G, Maffrand JP, Manara L. The non-peptide tachykinin NK1- and NK2-receptor antagonists SR 140333 and SR 48968 prevent castor-oil induced diarrhea in rats. Acta Physiol Hung. 1996;84(3):273-4. PubMed PMID: 9219603. 10: Girard V, Naline E, Vilain P, Emonds-Alt X, Advenier C. Effect of the two tachykinin antagonists, SR 48968 and SR 140333, on cough induced by citric acid in the unanaesthetized guinea pig. Eur Respir J. 1995 Jul;8(7):1110-4. PubMed PMID: 7589394. 11: Boichot E, Germain N, Lagente V, Advenier C. Prevention by the tachykinin NK2 receptor antagonist, SR 48968, of antigen-induced airway hyperresponsiveness in sensitized guinea-pigs. Br J Pharmacol. 1995 Jan;114(2):259-61. PubMed PMID: 7881725; PubMed Central PMCID: PMC1510223. 12: Patacchini R, De Giorgio R, Giachetti A, Maggi CA. Different mechanism of tachykinin NK2 receptor blockade by SR 48968 and MEN 10,627 in the guinea-pig isolated gallbladder and colon. Eur J Pharmacol. 1994 Dec 12;271(1):111-9. PubMed PMID: 7698194. 13: Croci T, Emonds-Alt X, Manara L. SR 48968 selectively prevents faecal excretion following activation of tachykinin NK2 receptors in rats. J Pharm Pharmacol. 1994 May;46(5):383-5. PubMed PMID: 8083813. 14: Chung FZ, Wu LH, Vartanian MA, Watling KJ, Guard S, Woodruff GN, Oxender DL. The non-peptide tachykinin NK2 receptor antagonist SR 48968 interacts with human, but not rat, cloned tachykinin NK3 receptors. Biochem Biophys Res Commun. 1994 Feb 15;198(3):967-72. PubMed PMID: 8117304. 15: Wu LH, Vartanian MA, Oxender DL, Chung FZ. Identification of methionine134 and alanine146 in the second transmembrane segment of the human tachykinin NK3 receptor as reduces involved in species-selective binding to SR 48968. Biochem Biophys Res Commun. 1994 Feb 15;198(3):961-6. PubMed PMID: 8117303. 16: Qian Y, Advenier C, Naline E, Bellamy JF, Emonds-Alt X. Effects of SR 48968 on the neuropeptide gamma-induced contraction of the human isolated bronchus. Fundam Clin Pharmacol. 1994;8(1):71-5. PubMed PMID: 8181798. 17: Wang ZY, Tung SR, Strichartz GR, Håkanson R. Non-specific actions of the non-peptide tachykinin receptor antagonists, CP-96,345, RP 67580 and SR 48968, on neurotransmission. Br J Pharmacol. 1994 Jan;111(1):179-84. PubMed PMID: 8012694; PubMed Central PMCID: PMC1910036. 18: Kamikawa Y, Shimo Y. SR 48968, a novel non-peptide tachykinin NK-2-receptor antagonist, selectively inhibits the non-cholinergically mediated neurogenic contraction of guinea-pig isolated bronchial muscle. J Pharm Pharmacol. 1993 Dec;45(12):1037-41. PubMed PMID: 7908971. 19: Advenier C, Girard V, Naline E, Vilain P, Emonds-Alt X. Antitussive effect of SR 48968, a non-peptide tachykinin NK2 receptor antagonist. Eur J Pharmacol. 1993 Nov 30;250(1):169-71. PubMed PMID: 8119316. 20: Martin CA, Emonds-Alt X, Advenier C. Inhibition of cholinergic neurotransmission in isolated guinea-pig main bronchi by SR 48968. Eur J Pharmacol. 1993 Oct 26;243(3):309-12. PubMed PMID: 8276085.