M-5011

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

MedKoo CAT#: 526877

CAS#: 76604-64-3

Description: M-5011 is a non-steroidal anti-inflammatory drug and immunomodulator potentially for the treatment of inflammation and pain. M-5011 had an effective antinociceptive activity (ED50 value) of 0.63 mg/kg, being more potent than zaltoprofen (16.80 mg/kg) and tiaprofenic acid (4.78 mg/kg), equipotent to diclofenac sodium (0.68 mg/kg), and less potent than indomethacin (0.21 mg/kg) and ketoprofen (0.28 mg/kg). M-5011 partially inhibits the generalized bone loss accompanying the development of collagen-induced arthritis in rats. M-5011 is a useful NSAID that shows potent antinociceptive effects with low ulcerogenic activities.


Price and Availability

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M-5011 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526877
Name: M-5011
CAS#: 76604-64-3
Chemical Formula: C14H14O2S
Exact Mass: 246.0715
Molecular Weight: 246.324
Elemental Analysis: C, 68.27; H, 5.73; O, 12.99; S, 13.02


Synonym: M-5011; M 5011; M5011; T-3788; M-5011C; S-MTPPA.

IUPAC/Chemical Name: (R)-2-(4-(3-methylthiophen-2-yl)phenyl)propanoic acid

InChi Key: DTOPKPBTCXKNFF-SNVBAGLBSA-N

InChi Code: InChI=1S/C14H14O2S/c1-9-7-8-17-13(9)12-5-3-11(4-6-12)10(2)14(15)16/h3-8,10H,1-2H3,(H,15,16)/t10-/m1/s1

SMILES Code: O=C(O)[C@H](C)C1=CC=C(C2=C(C)C=CS2)C=C1


Technical Data

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).

Harmonized System Code:
293490


References

1: Horisawa E, Danjo K, Haruna M. Physical properties of solid dispersion of a nonsteroidal anti-inflammatory drug (M-5011) with Eudragit E. Drug Dev Ind Pharm. 2000 Dec;26(12):1271-8. PubMed PMID: 11147127.

2: Taguchi K, Konishi T, Nishikawa H, Kitamura S. Identification of human cytochrome P450 isoforms involved in the metabolism of S-2-[4-(3-methyl-2-thienyl)phenyl]propionic acid. Xenobiotica. 1999 Sep;29(9):899-907. PubMed PMID: 10548450.

3: Murakami N, Aihara S, Iwata K, Saito T, Naruse T. Effect of a novel non-steroidal anti-inflammatory drug (M-5011) on cytokine levels in rats with monosodium urate crystal- induced pleurisy. Jpn J Pharmacol. 1999 Apr;79(4):439-46. PubMed PMID: 10361883.

4: Konishi T, Nishikawa H, Kitamura S, Tatsumi K. In vivo studies on chiral inversion and amino acid conjugation of 2-[4-(3-methyl-2-thienyl)phenyl]propionic acid in rats and dogs. Drug Metab Dispos. 1999 Jan;27(1):158-60. PubMed PMID: 9884325.

5: Tanaka K, Tanaka H, Kanemoto Y, Tsuboi I. The effects of nonsteroidal anti-inflammatory drugs on immune functions of human peripheral blood mononuclear cells. Immunopharmacology. 1998 Nov;40(3):209-17. PubMed PMID: 9858064.

6: Murakami N, Takase H, Saito T, Iwata K, Miura H, Naruse T. Effects of a novel non-steroidal anti-inflammatory drug (M-5011) on bone metabolism in rats with collagen-induced arthritis. Eur J Pharmacol. 1998 Jul 3;352(1):81-90. PubMed PMID: 9718271.

7: Konishi T, Nishikawa H, Kitamura S, Tatsumi K. Stereoselective determination of R,S-2-[4-(3-methyl-2-thienyl)phenyl]propionic acid and its taurine conjugates in dog urine by high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl. 1998 May 8;709(1):105-11. PubMed PMID: 9653931.

8: Konishi T, Okada S, Nishikawa H, Esumi Y, Kitamura S, Tatsumi K. Disposition of a new nonsteroidal anti-inflammatory agent, S-2-[4-(3-methyl-2-thienyl)phenyl]propionic acid, in rats, dogs and monkeys. Arzneimittelforschung. 1998 Mar;48(3):266-74. PubMed PMID: 9553685.

9: Kido H, Murakami N, Ito A, Kimura K, Kodera N, Doi T, Naruse T. Anti-inflammatory, analgesic and anti-pyretic effects of d-2-[4-(3-methyl-2-thienyl)phenyl]propionic acid (M-5011), a new non-steroidal anti-inflammatory drug, in rats and guinea pigs. Jpn J Pharmacol. 1998 Jan;76(1):75-86. PubMed PMID: 9517407.

10: Ichikawa Y, Nakajima M, Azuma T. [Late phase II clinical study of M-5011C on rheumatoid arthritis--a multi-institutional double-blind, three group comparative, dose finding study]. Ryumachi. 1997 Dec;37(6):851-66. Japanese. PubMed PMID: 9492574.

11: Kondo S, Nakajima M, Azuma T. [Late phase II clinical study of M-5011C on osteoarthritis--a multi-institutional double-blind, three group comparative, dose finding study]. Ryumachi. 1997 Dec;37(6):835-50. Japanese. PubMed PMID: 9492573.

12: Tobetto K, Yamamoto Y, Kataoka M, Ando T, Sugimoto K, Himeno M. The effects of a newly developed nonsteroidal anti-inflammatory drug (M-5011) on arachidonic acid metabolism in rheumatoid synovial fibroblasts. Jpn J Pharmacol. 1997 Dec;75(4):371-9. PubMed PMID: 9469643.

13: Kataoka M, Tonooka K, Ando T, Imai K, Aimoto T. Hydroxyl radical scavenging activity of nonsteroidal anti-inflammatory drugs. Free Radic Res. 1997 Oct;27(4):419-27. Erratum in: Free Radic Res 1998 Jan;28(1):108. PubMed PMID: 9416470.

14: Murakami N, Takase H, Tomita T, Iwata K, Naruse T. Antinociceptive activity of a novel non-steroidal anti-inflammatory drug (M-5011) with low ulcerogenic effects in mice. Jpn J Pharmacol. 1996 Sep;72(1):29-37. PubMed PMID: 8902597.