Synonym
Dexindoprofen; Dexindoprofeno; Indoprofen
IUPAC/Chemical Name
(+)-(S)-p-(1-Oxo-2-isoindolinyl)hydratropic acid
InChi Key
RJMIEHBSYVWVIN-NSHDSACASA-N
InChi Code
InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)/t11-/m0/s1
SMILES Code
C[C@@H](C1=CC=C(N(CC2=C3C=CC=C2)C3=O)C=C1)C(O)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
281.31
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: Kim H, Cho SC, Jeong HJ, Lee HY, Jeong MH, Pyun JH, Ryu D, Kim M, Lee YS, Kim MS, Park SC, Lee YI, Kang JS. Indoprofen prevents muscle wasting in aged mice through activation of PDK1/AKT pathway. J Cachexia Sarcopenia Muscle. 2020 Aug;11(4):1070-1088. doi: 10.1002/jcsm.12558. Epub 2020 Feb 25. PMID: 32096917; PMCID: PMC7432593.
2: Nozawa-Kumada K. [C-H Functionalization by Transition-metal-catalyst or in Situ Generated Base]. Yakugaku Zasshi. 2019;139(10):1243-1251. Japanese. doi: 10.1248/yakushi.19-00146. PMID: 31582607.
3: Indoprofen--another NSAID. Drug Ther Bull. 1983 Nov 4;21(22):87-8. PMID: 6641518.
4: Thapa P, Corral E, Sardar S, Pierce BS, Foss FW Jr. Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines. J Org Chem. 2019 Jan 18;84(2):1025-1034. doi: 10.1021/acs.joc.8b01920. Epub 2019 Jan 4. PMID: 30571120.
5: Fornasari PA, Mattara L. Efficacia e tollerabilità del dexindoprofen in confronto con il diclofenac sodico nel trattamento di pazienti osteoartrosici [Efficacy and tolerance of dexindoprofen compared with diclofenac sodium in the treatment of osteoarthrosis patients]. Clin Ter. 1985 Apr 30;113(2):125-33. Italian. PMID: 4017492.
6: Tartaglia A, Kabir A, D'Ambrosio F, Ramundo P, Ulusoy S, Ulusoy HI, Merone GM, Savini F, D'Ovidio C, Grazia U, Furton KG, Locatelli M. Fast off-line FPSE- HPLC-PDA determination of six NSAIDs in saliva samples. J Chromatogr B Analyt Technol Biomed Life Sci. 2020 May 1;1144:122082. doi: 10.1016/j.jchromb.2020.122082. Epub 2020 Mar 31. PMID: 32278291.
7: Thatikonda T, Deepake SK, Das U. α-Angelica Lactone in a New Role: Facile Access to N-Aryl Tetrahydroisoquinolinones and Isoindolinones via Organocatalytic α-CH2 Oxygenation. Org Lett. 2019 Apr 19;21(8):2532-2535. doi: 10.1021/acs.orglett.9b00224. Epub 2019 Apr 2. PMID: 30939020.
8: Yuan YC, Bruneau C, Roisnel T, Gramage-Doria R. Site-Selective Ruthenium- Catalyzed C-H Bond Arylations with Boronic Acids: Exploiting Isoindolinones as a Weak Directing Group. J Org Chem. 2019 Oct 18;84(20):12893-12903. doi: 10.1021/acs.joc.9b01563. Epub 2019 Aug 14. PMID: 31368310.
9: Camacho-Muñoz D, Petrie B, Lopardo L, Proctor K, Rice J, Youdan J, Barden R, Kasprzyk-Hordern B. Stereoisomeric profiling of chiral pharmaceutically active compounds in wastewaters and the receiving environment - A catchment-scale and a laboratory study. Environ Int. 2019 Jun;127:558-572. doi: 10.1016/j.envint.2019.03.050. Epub 2019 Apr 11. PMID: 30981914.
10: Lapicque F, Muller N, Payan E, Dubois N, Netter P. Protein binding and stereoselectivity of nonsteroidal anti-inflammatory drugs. Clin Pharmacokinet. 1993 Aug;25(2):115-23. doi: 10.2165/00003088-199325020-00004. PMID: 8403735.
