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MedKoo Cat#: 584857 | Name: SR 140333
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Description:

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

SR 140333 is a neurokinin-1 receptor antagonist.

Chemical Structure

SR 140333
SR 140333
CAS#153050-21-6

Theoretical Analysis

MedKoo Cat#: 584857

Name: SR 140333

CAS#: 153050-21-6

Chemical Formula: C37H45Cl3N2O2

Exact Mass: 654.2547

Molecular Weight: 656.13

Elemental Analysis: C, 67.73; H, 6.91; Cl, 16.21; N, 4.27; O, 4.88

Price and Availability

Size Price Availability Quantity
10mg USD 650.00 2 weeks
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Related CAS #
No Data
Synonym
SR 140333; SR 140,333; SR 140333A
IUPAC/Chemical Name
1-Azoniabicyclo(2.2.2)octane, 1-(2-(3-(3,4-dichlorophenyl)-1-((3-(1-methylethoxy)phenyl)acetyl)-3-piperidinyl)ethyl)-4-phenyl-, chloride, (S)-
InChi Key
NQHFSECYQAQZBN-LSYPWIJNSA-M
InChi Code
InChI=1S/C37H45Cl2N2O2.ClH/c1-28(2)43-32-11-6-8-29(24-32)25-35(42)40-19-7-14-37(27-40,31-12-13-33(38)34(39)26-31)18-23-41-20-15-36(16-21-41,17-22-41)30-9-4-3-5-10-30;/h3-6,8-13,24,26,28H,7,14-23,25,27H2,1-2H3;1H/q+1;/p-1/t36?,37-,41?;/m1./s1
SMILES Code
O=C(N1C[C@@](CC[N+]2(CC3)CCC3(C4=CC=CC=C4)CC2)(C5=CC=C(Cl)C(Cl)=C5)CCC1)CC6=CC=CC(OC(C)C)=C6.[Cl-]
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 and ethanol
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
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SR 140333 is a NK1 receptor antagonist (Ki = 0.74 nM. IC50 = 1.6 nM). SR 140333 inhibits substance P-invoked calcium mobilization and outward current with an IC50 value of 1.3 nM.
In vitro activity:
This study demonstrated that SR 140333 exerted proliferation inhibition in breast cancer cell line T47D and indicated that NK1 played a central role in the substance P related cell proliferation in breast cancer. SR 140333 inhibited cell growth in a dose dependent manner and counteracted [Sar9, Met(O2)11]substance P induced proliferation. SR 140333 treatment resulted in T47D cell apoptosis. Reference: J Exp Clin Cancer Res. 2010 May 24;29(1):55. https://pubmed.ncbi.nlm.nih.gov/20497542/
In vivo activity:
Treatment with SR 140333 protected rats againsst 2,4-dinitrobenzene sulfonic acid (DNBS)-induced colitis, suggesting a role for NK1 receptors and substance P in the development of intestinal inflammation. Treatment with SR 140333 significantly counteracted the impairment in body weight gain, decreased macroscopic and histological scores and reduced colonic myeloperoxidase activity and TNF-alpha tissue levels. SR 140333 also reduced colonic tissue levels of substance P, although not statistically significance. Reference: Eur J Pharmacol. 2009 Jan 28;603(1-3):133-7. https://pubmed.ncbi.nlm.nih.gov/19103194/
Solvent mg/mL mM comments
Solubility
DMSO 65.2 100.00
Ethanol 65.2 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 656.13 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
Formulation protocol:
1. Huang WQ, Wang JG, Chen L, Wei HJ, Chen H. SR140333 counteracts NK-1 mediated cell proliferation in human breast cancer cell line T47D. J Exp Clin Cancer Res. 2010 May 24;29(1):55. doi: 10.1186/1756-9966-29-55. PMID: 20497542; PMCID: PMC2890547. 2. Rupniak NM, Carlson EJ, Shepheard S, Bentley G, Williams AR, Hill A, Swain C, Mills SG, Di Salvo J, Kilburn R, Cascieri MA, Kurtz MM, Tsao KL, Gould SL, Chicchi GG. Comparison of the functional blockade of rat substance P (NK1) receptors by GR205171, RP67580, SR140333 and NKP-608. Neuropharmacology. 2003 Aug;45(2):231-41. doi: 10.1016/s0028-3908(03)00157-6. PMID: 12842129. 3. Ursino MG, Vasina V, De Ponti F. Protection from DNBS-induced colitis by the tachykinin NK(1) receptor antagonist SR140333 in rats. Eur J Pharmacol. 2009 Jan 28;603(1-3):133-7. doi: 10.1016/j.ejphar.2008.11.064. Epub 2008 Dec 14. PMID: 19103194. 4. Donnerer J, Liebmann I. The NK1 receptor antagonist SR140333 inhibits capsaicin-induced ERK phosphorylation in sensory neurons. Pharmacology. 2006;77(3):144-9. doi: 10.1159/000094022. Epub 2006 Jun 20. PMID: 16788306.
In vitro protocol:
1. Huang WQ, Wang JG, Chen L, Wei HJ, Chen H. SR140333 counteracts NK-1 mediated cell proliferation in human breast cancer cell line T47D. J Exp Clin Cancer Res. 2010 May 24;29(1):55. doi: 10.1186/1756-9966-29-55. PMID: 20497542; PMCID: PMC2890547. 2. Rupniak NM, Carlson EJ, Shepheard S, Bentley G, Williams AR, Hill A, Swain C, Mills SG, Di Salvo J, Kilburn R, Cascieri MA, Kurtz MM, Tsao KL, Gould SL, Chicchi GG. Comparison of the functional blockade of rat substance P (NK1) receptors by GR205171, RP67580, SR140333 and NKP-608. Neuropharmacology. 2003 Aug;45(2):231-41. doi: 10.1016/s0028-3908(03)00157-6. PMID: 12842129.
In vivo protocol:
1. Ursino MG, Vasina V, De Ponti F. Protection from DNBS-induced colitis by the tachykinin NK(1) receptor antagonist SR140333 in rats. Eur J Pharmacol. 2009 Jan 28;603(1-3):133-7. doi: 10.1016/j.ejphar.2008.11.064. Epub 2008 Dec 14. PMID: 19103194. 2. Donnerer J, Liebmann I. The NK1 receptor antagonist SR140333 inhibits capsaicin-induced ERK phosphorylation in sensory neurons. Pharmacology. 2006;77(3):144-9. doi: 10.1159/000094022. Epub 2006 Jun 20. PMID: 16788306.
1: Han JM, Kim YJ, Jung HJ. Discovery of a New CaMKII-Targeted Synthetic Lethal Therapy against Glioblastoma Stem-like Cells. Cancers (Basel). 2022 Mar 4;14(5):1315. doi: 10.3390/cancers14051315. PMID: 35267623; PMCID: PMC8909660. 2: Shi Y, Wang X, Meng Y, Ma J, Zhang Q, Shao G, Wang L, Cheng X, Hong X, Wang Y, Yan Z, Cao Y, Kang J, Fu C. A Novel Mechanism of Endoplasmic Reticulum Stress- and c-Myc-Degradation-Mediated Therapeutic Benefits of Antineurokinin-1 Receptor Drugs in Colorectal Cancer. Adv Sci (Weinh). 2021 Nov;8(21):e2101936. doi: 10.1002/advs.202101936. Epub 2021 Oct 3. PMID: 34605226; PMCID: PMC8564433. 3: Umer A, Ługowska-Umer H, Schönborn-Kellenberger O, Korolkiewicz PK, Sein- Anand Ł, Kuziemski K, Korolkiewicz RP. Tachykinin Antagonists Reverse Ischemia/Reperfusion Gastrointestinal Motility Impairment in Rats. J Surg Res. 2020 Nov;255:510-516. doi: 10.1016/j.jss.2020.05.092. Epub 2020 Jul 3. PMID: 32629333. 4: Hofman M, Rabenschlag F, Andruszkow H, Andruszkow J, Möckel D, Lammers T, Kolejewska A, Kobbe P, Greven J, Teuben MPJ, Poeze M, Hildebrand F. Effect of neurokinin-1-receptor blockage on fracture healing in rats. Sci Rep. 2019 Jul 5;9(1):9744. doi: 10.1038/s41598-019-46278-6. PMID: 31278316; PMCID: PMC6611911. 5: Warwick CA, Shutov LP, Shepherd AJ, Mohapatra DP, Usachev YM. Mechanisms underlying mechanical sensitization induced by complement C5a: the roles of macrophages, TRPV1, and calcitonin gene-related peptide receptors. Pain. 2019 Mar;160(3):702-711. doi: 10.1097/j.pain.0000000000001449. PMID: 30507785; PMCID: PMC6377341. 6: Casais-E-Silva LL, Teixeira C. Neurogenic mediators contribute to local edema induced by Micrurus lemniscatus venom. PLoS Negl Trop Dis. 2017 Nov 21;11(11):e0005874. doi: 10.1371/journal.pntd.0005874. PMID: 29161255; PMCID: PMC5716551. 7: Francischi JN, Frade TIC, Almeida MPA, Queiroz BFG, Bakhle YS. Ketamine- xylazine anaesthesia and orofacial administration of substance P: A lethal combination in rats. Neuropeptides. 2017 Apr;62:21-26. doi: 10.1016/j.npep.2017.01.003. Epub 2017 Jan 23. PMID: 28162846. 8: Rocha-E-Silva TA, Linardi A, Antunes E, Hyslop S. Pharmacological Characterization of the Edema Caused by Vitalius dubius (Theraphosidae, Mygalomorphae) Spider Venom in Rats. J Pharmacol Exp Ther. 2016 Jan;356(1):13-9. doi: 10.1124/jpet.115.226787. Epub 2015 Oct 15. PMID: 26607257. 9: Gohin S, Decorps J, Sigaudo-Roussel D, Fromy B. Sensory nerves contribute to cutaneous vasodilator response to cathodal stimulation in healthy rats. Microvasc Res. 2015 Sep;101:103-10. doi: 10.1016/j.mvr.2015.06.010. Epub 2015 Jul 20. PMID: 26205659. 10: Camargo LL, Denadai-Souza A, Yshii LM, Mesquita FP, Soares AG, Lima C, Schenka A, Grant A, Fernandes E, Muscará MN, Costa SK. Peripheral neurokinin-1 receptors contribute to kaolin-induced acute monoarthritis in rats. Neuroimmunomodulation. 2015;22(6):373-84. doi: 10.1159/000381549. Epub 2015 Jun 12. PMID: 26088412. 11: Endo T, Yanagawa Y, Komatsu Y. Substance P Activates Ca2+-Permeable Nonselective Cation Channels through a Phosphatidylcholine-Specific Phospholipase C Signaling Pathway in nNOS-Expressing GABAergic Neurons in Visual Cortex. Cereb Cortex. 2016 Feb;26(2):669-682. doi: 10.1093/cercor/bhu233. Epub 2014 Oct 14. PMID: 25316339. 12: Sendur P, Ceranowicz P, Sendur R, Cieszkowski J, Warzecha Z, Dembiński A. Udział endogennych tachykinin w powstawaniu uszkodzeń błony śluzowej jelita czczego wywołanych niesterydowymi lekami przeciwzapalnymi [Involvement of endogenous tachykinins in the development of jejunal mucosa injury induced by on-steroidal anti-inflammatory drugs]. Przegl Lek. 2013;70(2):48-52. Polish. PMID: 23879003. 13: Lemamy GJ, Guillaume V, Ndéboko B, Mouecoucou J, Renard M, Oliver C. Clonidine-induced growth hormone and growth-hormone-releasing hormone release is mediated by tachykinin NK2 receptors in sheep. Pharmacology. 2012;89(5-6):270-4. doi: 10.1159/000337382. Epub 2012 Apr 17. PMID: 22517235. 14: Lemamy GJ, Guillaume V, Ndéboko B, Mouecoucou J, Oliver C. Substance P stimulates Growth Hormone (GH) and GH-Releasing Hormone (GHRH) secretions through tachykinin NK2 receptors in sheep. Peptides. 2012 May;35(1):60-4. doi: 10.1016/j.peptides.2012.03.008. Epub 2012 Mar 18. PMID: 22450468. 15: Sekizawa S, Joad JP, Pinkerton KE, Bonham AC. Distinct tachykinin NK(1) receptor function in primate nucleus tractus solitarius neurons is dysregulated after second-hand tobacco smoke exposure. Br J Pharmacol. 2011 Jun;163(4):782-91. doi: 10.1111/j.1476-5381.2011.01271.x. PMID: 21323902; PMCID: PMC3111680. 16: Colucci M, Mastriota M, Maione F, Di Giannuario A, Mascolo N, Palmery M, Severini C, Perretti M, Pieretti S. Guinea pig ileum motility stimulation elicited by N-formyl-Met-Leu-Phe (fMLF) involves neurotransmitters and prostanoids. Peptides. 2011 Feb;32(2):266-71. doi: 10.1016/j.peptides.2010.11.019. Epub 2010 Nov 30. PMID: 21126546. 17: Pagán B, Isidro AA, Coppola D, Chen Z, Ren Y, Wu J, Appleyard CB. Effect of a neurokinin-1 receptor antagonist in a rat model of colitis-associated colon cancer. Anticancer Res. 2010 Sep;30(9):3345-53. PMID: 20944107; PMCID: PMC3733557. 18: Denadai-Souza A, Cenac N, Casatti CA, Câmara PR, Yshii LM, Costa SK, Vergnolle N, Muscará MN. PAR(2) and temporomandibular joint inflammation in the rat. J Dent Res. 2010 Oct;89(10):1123-8. doi: 10.1177/0022034510375284. Epub 2010 Jul 22. PMID: 20651095. 19: Huang WQ, Wang JG, Chen L, Wei HJ, Chen H. SR140333 counteracts NK-1 mediated cell proliferation in human breast cancer cell line T47D. J Exp Clin Cancer Res. 2010 May 24;29(1):55. doi: 10.1186/1756-9966-29-55. PMID: 20497542; PMCID: PMC2890547. 20: Aviello G, Scalisi C, Fileccia R, Capasso R, Romano B, Izzo AA, Borrelli F. Inhibitory effect of caffeic acid phenethyl ester, a plant-derived polyphenolic compound, on rat intestinal contractility. Eur J Pharmacol. 2010 Aug 25;640(1-3):163-7. doi: 10.1016/j.ejphar.2010.04.040. Epub 2010 May 6. PMID: 20451513.