Olsalazine

Base Information

• Chemical Name: Olsalazine
• CAS No.: 15722-48-2
• Molecular Formula: C14H10N2O6
• Molecular Weight: 302.243
• Hs Code.: 2927000090
• European Community (EC) Number: 605-089-5
• UNII: ULS5I8J03O
• DSSTox Substance ID: DTXSID8023391
• Nikkaji Number: J227.692E
• Wikipedia: Olsalazine
• Wikidata: Q347621
• NCI Thesaurus Code: C1176
• RXCUI: 32385
• Pharos Ligand ID: 91MNPAJ6LAU8
• ChEMBL ID: CHEMBL425,CHEMBL1208644
• Mol file: 15722-48-2.mol

Synonyms:azodisal sodium;azodisalicylate;CJ-91B;Dipentum;disodium 5,5'-azodisalicylate;disodium azodisalicylate;olsalazine;olsalazine sodium;olsalazine, disodium salt;Rasal;sodium diazosalicylate

Chemical Property of Olsalazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >300 °C(Solv: acetic acid (64-19-7); water (7732-18-5))
• Refractive Index: 1.678
• Boiling Point: 653.233 °C at 760 mmHg
• PKA: 2.40±0.10(Predicted)
• Flash Point: 348.863 °C
• PSA: 139.78000
• Density: 1.557 g/cm³
• LogP: 2.90960
• Water Solubility.: 11.49ug/L(25 oC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 302.05388604
• Heavy Atom Count: 22
• Complexity: 415

Purity/Quality:

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

Olsalazine-d3,15Nsodium ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N=NC2=CC(=C(C=C2)O)C(=O)O)C(=O)O)O
• Recent ClinicalTrials: Phase II Pilot Study of Olsalazine for Ankylosing Spondylitis
• Uses: Anti-inflammatory (gastrointestinal).
• Indications: Olsalazine is approved for maintenance of remission of ulcerative colitis, but a commonly reported side effect is a paradoxical increase in diarrhea. The U. S. Food and Drug Administration (FDA) has approved balsalazide disodium (Colazal) as a treatment of mild to moderately active ulcerative colitis.

Technology Process of Olsalazine

There total 11 articles about Olsalazine 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: 97.6%

olsalazine methyl ester (101351-60-4) → olsalazine (15722-48-2)

Guidance literature:

With water; sodium hydroxide; at 90 - 95 ℃; for 2h;

DOI:10.1002/cmdc.201700540

Reference yield: 90.0%

3,3'-azo[bis(6-hydroxybenzoic acid)] disodium salt → olsalazine (15722-48-2)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 0.0833333h; pH=Ca.0;

DOI:10.1021/acs.molpharmaceut.9b00041

Reference yield:

5-Aminosalicylic Acid (89-57-6) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → olsalazine (15722-48-2)

Guidance literature:

5-Aminosalicylic Acid; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h;

salicylic acid; With sodium hydroxide; In water; for 1h; Cooling with ice;

DOI:10.3390/molecules15042257

upstream raw materials:

2-chloro-5-nitrobenzoic acid

5-Aminosalicylic Acid

olsalazine methyl ester

salicylic acid

Downstream raw materials:

C₄₀H₄₂N₆O₁₀

C₅₀H₄₈N₆O₁₀

5-Aminosalicylic Acid

C₄₃H₄₅N₅O₇

Refernces

• 1、 Cortez-Maya, Sandra,Pedro-Hernández, Luis Daniel,Martínez-Klimova, Elena,Ramírez-ápan, Teresa,Martínez-García, Marcos. "Anticancer activity ofwater-soluble olsalazine-pamam-dendrimer-salicylic acid-conjugates". . . Retrieved 2019/09/10.
• 2、 Kenawy, El-Refaie,Al-Deyab, Salem,El-Newehy, Mohamed H.. "Controlled release of 5-Aminosalicylic acid (5-asa) from new biodegradable polyurethanes". experimental part. p. 2257 - 2268. Retrieved 2010/08/04.