Zaltoprofen

Base Information

• Chemical Name: Zaltoprofen
• CAS No.: 74711-43-6
• Deprecated CAS: 89482-00-8
• Molecular Formula: C₁₇H₁₄O₃S
• Molecular Weight: 298.362
• Hs Code.: 2934999090
• European Community (EC) Number: 277-973-5
• UNII: H8635NG3PY
• DSSTox Substance ID: DTXSID0049076
• Nikkaji Number: J549.473G,J549.474E,J22.089B
• Wikipedia: Zaltoprofen
• Wikidata: Q21099138
• NCI Thesaurus Code: C66681
• Metabolomics Workbench ID: 149944
• ChEMBL ID: CHEMBL1765291
• Mol file: 74711-43-6.mol

Synonyms:zaltoprofen;74711-43-6;2-(10-oxo-10,11-dihydrodibenzo[b,f]thiepin-2-yl)propanoic acid;89482-00-8;Soleton;CN-100;Soreton;Peon;Zaltoprofen [INN];CN 100;Zaltoprofene;Zaltoprofeno;Zaltoprofenum;C17H14O3S;CN100;Zaltoprofen [INN:JAN];EINECS 277-973-5;Zaltoprofene [INN-French];Zaltoprofenum [INN-Latin];2-(10,11-Dihydro-10-oxodibenzo[b,f]thiepin-2-yl)propionic Acid;Zaltoprofeno [INN-Spanish];10,11-Dihydro-alpha-methyl-10-oxodibenzo(b,f)thiepin-2-acetic acid;UNII-H8635NG3PY;H8635NG3PY;DTXSID0049076;2-(6-oxo-5H-benzo[b][1]benzothiepin-3-yl)propanoic acid;NCGC00183878-01;(+-)-2-(10,11-Dihydro-10-oxodibenzo(b,f)thiepin-2-yl)propionic acid;DTXCID0029002;10,11-dihydro-alpha-methyl-10-oxodibenzo[b,f]thiepin-2-acetic acid;2-(10-Oxo-10,11-dihydrodibenzo-[b,f]thiepin-2-yl)propanoic acid;Dibenzo(b,f)thiepin-2-acetic acid, 10,11-dihydro-alpha-methyl-10-oxo-;SMR003500719;CAS-74711-43-6;Zaltoprofen (+-)-;Peon (TN);Zaltoprofen sodium salt;ZALTOPROFEN [MI];ZALTOPROFEN [JAN];Zaltoprofen (JP17/INN);ZALTOPROFEN [MART.];ZALTOPROFEN [WHO-DD];MLS004774050;MLS006010214;SCHEMBL124047;AMY421;CHEMBL1765291;CHEBI:32306;GLXC-26617;HMS3656J14;HMS3744O11;HMS3885E03;BCP02387;HY-B0619;Tox21_113634;10,11-Dihydro-alpha-methyl-10-oxo-dibenzo[b,f]thiepin-2-acetic acid;MFCD00864323;s3008;ZC-102;AKOS015895991;Tox21_113634_1;CCG-267450;CS-O-02603;DB06737;GS-3949;NCGC00263585-01;NCGC00263585-04;AC-32652;LS-61331;FT-0630837;FT-0656731;SW219801-1;Z0021;D01547;AB01565848_02;A838204;F0001-2421;2-(6-Oxo-5a,6-dihydrodibenzo[b,f]thiepin-3-yl)propanoic acid;10,11-Dihydro-alpha-methyl-10-oxo-dibenzo[b,f]thiepin-2-aceticacid;2-(10,11-dihydro-10-oxodibenzo [b,f] thiepin-2-yl)propionic acid;2-(10,11-dihydro-10-oxodibenzo[b,f]thiepin-2-yl)-propionic acid;2-(10-Oxo-10,11-dihydro-dibenzo[b,f]thiepin-2-yl)-propionic acid;(+-)-10,11-Dihydro-alpha-methyl-10-oxodibenzo(b,f)thiepin-2-acetic acid;(alphaR)-10,11-Dihydro-alpha-methyl-10-oxodibenzo[b,f]thiepin-2-acetic acid;(alphaS)-10,11-Dihydro-alpha-methyl-10-oxodibenzo[b,f]thiepin-2-acetic acid;1166864-09-0;2-{10-oxo-2-thiatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-6-yl}propanoic acid

Chemical Property of Zaltoprofen

Chemical Property:

• Appearance/Colour: off-white to pale yellow crystalline solid
• Vapor Pressure: 7.72E-11mmHg at 25°C
• Melting Point: 129-131 °C
• Refractive Index: 1.655
• Boiling Point: 500.5 °C at 760 mmHg
• PKA: 4.21±0.10(Predicted)
• Flash Point: 256.5 °C
• PSA: 79.67000
• Density: 1.329 g/cm³
• LogP: 3.76470
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 298.06636548
• Heavy Atom Count: 21
• Complexity: 422

Purity/Quality:

98%,99%, ^*data from raw suppliers

Zaltoprofen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=C(C=C1)SC3=CC=CC=C3C(=O)C2)C(=O)O
• Recent ClinicalTrials: East-West Collaborative Medicine Using Bee-Venom Acupuncture on Whiplash-Associated Disorders
• Recent NIPH Clinical Trials: Placebo-controlled randomized, double-blind study of zaltoprofen for patients with diffuse type tenosynovial giantcell tumor (Pigmented Villonodular Synovitis) and unresectable localized tenosynovial giant cell tumor (tendon sheath giant cell tumor) (Phase II study)
• Uses: Zaltoprofen is a non-steroidal anti-inflammatory drug. It inhibits bradykinin-induced pain responses without blocking bradykinin receptors. Anti-inflammatory activity resides in (S)-enantiomer.

Technology Process of Zaltoprofen

There total 14 articles about Zaltoprofen which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methyl ester zaltoprofen (115441-83-3) + sodium hydrogencarbonate (144-55-8) → zaltoprofen (74711-43-6)

Guidance literature:

With hydrogenchloride; sodium bicarbonate; In methanol; dichloromethane;

Reference yield: 86.0%

ethyl 2-(10-acetoxy-10,11-dihydrodibenzo[b,f]thiepin-2-yl)propanoate → zaltoprofen (74711-43-6)

Guidance literature:

ethyl 2-(10-acetoxy-10,11-dihydrodibenzo[b,f]thiepin-2-yl)propanoate; With sodium hydroxide; In methanol; water; at 20 ℃; for 8h;

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/c6cc09201b

Reference yield: 86.0%

→ zaltoprofen (74711-43-6)

Guidance literature:

upstream raw materials:

2-(3-carboxymethyl-4-phenylthiophenyl)propionic acid

methyl ester zaltoprofen

sodium hydrogencarbonate

methyl 5-(1-methoxycarbonylethyl)-2-phenylthiophenylacetate

Refernces

• 1、 -. "Applications of micro-channel reactor in zaltoprofen cyclization reaction, and zaltoprofen cyclization method". Paragraph 0010-0012. . Retrieved 2019/11/20.
• 2、 -. "Process for the preparation of ibuprofen (by machine translation)". Paragraph 0018; 0019. . Retrieved 2016/12/01.