Salicylsalicylic acid
A non-acetylated salicylate nonsteroidal anti-inflammatory drug (NSAID) used to relieve pain and inflammation, particularly in rheumatic disorders such as rheumatoid arthritis and osteoarthritis. Salsalate is hydrolyzed in vivo to salicylic acid, which reduces prostaglandin synthesis and produces anti-inflammatory, analgesic, and antipyretic effects
CAS Number: 552-94-3
Molecular Mass: 258.23 g/mol
Formula: C14H10O5
Smiles: O=C(Oc1ccccc1C(=O)O)c1ccccc1O
Synonymes:
Salicylsalicylic acid, Salsalate, 552-94-3, sasapyrine, Disalcid, 2-Carboxyphenyl salicylate, Disalicylic acid, Sasapyrinum, Sasapyrin, 2-(2-hydroxybenzoyl)oxybenzoic acid, Disalicylsaeure, Salsalato, Benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester, 2-((2-Hydroxybenzoyl)oxy)benzoic acid, Salicylic acid, bimolecular ester, Salsalatum, NSC-49171, O-Salicylcylsalicylsaeure, Salflex, Salicyloxysalicylic acid, Disalicyclic acid, Mono-gesic, 2-[(2-Hydroxybenzoyl)oxy]benzoic acid, CHEBI:9014, V9MO595C9I, Salicylic acid bimolecular ester, DTXSID1023572, NSC49171, DTXCID203572, 4-10-00-00165 (Beilstein Handbook Reference), 2-((2-hydroxyphenyl)carbonyloxy)benzoic acid, 2-[(2-hydroxyphenyl)carbonyloxy]benzoic acid, Salsitab, Salsalate Rx, RefChem:58291, N02BA06, 209-027-4, Diplosal, Salicyloylsalicylic acid, Saloxium, Salysal, Diacesal, Sasapirin, Disalyl, Nobacid, Salical, Salina, o-Salicylsalicylic acid, Sal Ester Sal, Salicylic acid, salicylate, Salsalatum [INN-Latin], MFCD00020252, 2-Hydroxybenzoic acid 2-carboxyphenyl ester, Sasapyrine (JAN), Salsalate (Standard), Salicylsalicylic acid, Disalicylic acid, NCGC00096014-01, SASAPYRINE [JAN], Salicylic Acid Salicylate, Salsalato [INN-Spanish], O-Salicyloylsalicylic Acid, Disalcid (TN), CAS-552-94-3, 2-(2-hydroxyphenylcarbonyloxy)benzoic acid, Salsalate (USP/INN), EINECS 209-027-4, NSC 49171, 2-Salicyloyloxybenzoic Acid, BRN 2590908, UNII-V9MO595C9I, Disalgesic, 2-[(2-Hydroxybenzoyl)oxy]benzoic Acid (Salicylsalicylic Acid), Sasapyrine?, Salsalate [USAN:USP:INN:BAN], Aspirin Impurity E, Salicylic Acid 2-Carboxyphenyl Ester, carboxyphenyl salicylate, Spectrum_001998, SALSALATE [INN], SALSALATE [MI], Aspirin EP Impurity E, SALSALATE [USAN], Spectrum2_000693, Spectrum3_000173, Spectrum4_000940, Spectrum5_000670, SALSALATE [VANDF], Epitope ID:613456, SALSALATE [MART.], SALSALATE [USP-RS], SALSALATE [WHO-DD], 2-{[(2-hydroxyphenyl)carbonyl]oxy}benzoic acid, SCHEMBL15562, BSPBio_001665, KBioGR_001500, KBioSS_002572, SPECTRUM200331, Salsalate - Bio-X trade mark, SPBio_000845, CHEMBL154111, orb1310554, SALSALATE [USP IMPURITY], Salsalate, >=98% (HPLC), SCHEMBL18096513, SCHEMBL29362887, BDBM85244, HY-B1245R, KBio2_002563, KBio2_005131, KBio2_007699, KBio3_001165, MSK8004, SALSALATE [USP MONOGRAPH], GLXC-08143, HMS2091A05, HMS3652P07, HMS3885J09, HMS5082F08, HMS6018B18, Pharmakon1600-00200331, HY-B1245, NSC_5161, Benzoic acid, 2-carboxyphenyl ester, Tox21_111548, CCG-39652, EBC-26349, MSK8004-100A, NSC755823, s4188, SBB003097, AKOS003368478, Tox21_111548_1, CS-4891, DB01399, FS27786, NSC-755823, NCGC00096014-02, NCGC00096014-03, AC-18298, AS-12645, BS300124, CAS_552-94-3, ST083489, 2-[(2-Hydroxybenzoyl)oxy]benzoic acid #, SBI-0206687.P002, DB-020760, CS-0694787, NS00009927, SW219189-1, T0498, C75590, D00428, Sasapyrine Solution in Acetonitrile, 100ug/mL, AB01563259_01, AB01563259_02, F241207, SR-05000001536, CARBASALATE CALCIUM IMPURITY D [EP IMPURITY], Q1320691, SR-05000001536-1, ACETYLSALICYLIC ACID IMPURITY E [EP IMPURITY], BRD-K48892307-001-04-1, BRD-K48892307-001-05-8, Aspirin Impurity E, Acetylsalicylic Acid EP Impurity E, DL-LYSINE ACETYLSALICYLATE IMPURITY M [EP IMPURITY], Salsalate, United States Pharmacopeia (USP) Reference Standard, Salsalate (Aspirin Impurity E), Pharmaceutical Secondary Standard, Certified Reference Material
Bioactivity: Nonsteroidal anti-inflammatory drug (NSAID); non-acetylated salicylate
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1,4-Dioxane | 324.45 | - | 1044.0 | [24] |
| 1,4-Dioxane | 326.55 | - | 1068.0 | [24] |
| 1,4-Dioxane | 330.35 | - | 1119.0 | [24] |
| 1,4-Dioxane | 332.55 | - | 1149.0 | [24] |
| 1,4-Dioxane | 334.95 | - | 1186.0 | [24] |
| 1,4-Dioxane | 337.35 | - | 1223.0 | [24] |
| Toluene | 327.75 | - | 38.0 | [24] |
| Toluene | 329.25 | - | 40.4 | [24] |
| Toluene | 333.45 | - | 45.0 | [24] |
| Toluene | 335.25 | - | 49.7 | [24] |
| Toluene | 335.95 | - | 52.1 | [24] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 625.8319 |
| PMI2 | 2061.0245 |
| PMI3 | 2415.8872 |
| NPR1 | 0.2590 |
| NPR2 | 0.8531 |
| RadiusOfGyration | 3.1433 |
| InertialShapeFactor | 0.0014 |
| Eccentricity | 0.9659 |
| Asphericity | 0.4140 |
| SpherocityIndex | 0.1408 |
| PBF | 0.6637 |