Compound: 4-Aminosalicylic acid
SMILES: O=C(O)c1c(O)cc(N)cc1
InChIKey: WUBBRNOQWQTFEX-UHFFFAOYSA-N
Synonyms: 4-Aminosalicylic acid, 4-Amino-2-hydroxybenzoic acid, 65-49-6, Aminosalicylic acid, P-AMINOSALICYLIC ACID, Paramycin, Parasal, Paser, Parasalindon, Deapasil, Apacil, Gabbropas, Parasalicil, Aminopar, Entepas, Pamacyl, Pasalon, Pasnodia, Pasolac, Propasa, Osacyl, Pasara, Pasem, Pasmed, Pasa, Para-Pas, Sanipirol-4, APAS, PASK, Aminox, Pasdium, 2-Hydroxy-4-aminobenzoic acid, Benzoic acid, 4-amino-2-hydroxy-, Hellipidyl, para-Amino salicylic acid, Pascorbic, PAS (acid), aminosalicylate, Aminosalyl, Helipidyl, Paser Granules, Salicylic acid, 4-amino-, 3-Hydroxy-4-carboxyaniline, Granupas, NIH 2939, NSC 2083, A 1909, Aminosalicylic Acid [USP], NSC-2083, NSC2083, Aminosalicylic acid (USP), 5B2658E0N2, DTXSID2022591, CHEBI:27565, 4-14-00-01967 (Beilstein Handbook Reference), Acid, Aminosalicylic, p Aminosalicylic Acid, 4 Aminosalicylic Acid, para Aminosalicylic Acid, RefChem:912358, Alumino 4 Aminosalicylic Acid, DTXCID302591, p Aminosalicylic Acid Monolithium Salt, p Aminosalicylic Acid Monopotassium Salt, 200-613-5, Rezipas, Para-aminosalicylic acid, Pamisyl, Kyselina p-aminosalicylova, MFCD00007789, PAS, Amino-pas, Sanipriol-4, 4-Aminosalicylate, 4-Asa, 4-amino-2-hydroxy-benzoic acid, p-amino salicylic acid, MLS000069418, SMR000059110, MLS000069579, PAS (VAN), 4-Aminosalicylicacid, Benzoic acid, 4-aminohydroxy-, HSDB 3203, 4-amino salicylic acid, Kyselina p-aminosalicylova [Czech], SR-01000002990, SMR000058830, EINECS 200-613-5, Mesalazine EP Impurity E, BRN 0473071, P.A.S, Aminosalicylic, AI3-50142, UNII-5B2658E0N2, ISONICOTINIC ACID HYDRAZIDE P-AMINOSALICYLATE SALT, Pamisyl (TN), Paser (TN), 4-Aminosalicyclic acid, Spectrum_000042, .gamma.-Aminosalicylate, Opera_ID_614, Spectrum2_000001, Spectrum3_000297, Spectrum4_000145, Spectrum5_000804, para-amino-salicyclic acid, WLN: ZR CQ DVQ, Salicyclic acid, 4-amino-, SCHEMBL2262, CHEMBL1169, BSPBio_001834, KBioGR_000590, KBioSS_000422, MLS001148121, 4-Aminosalicylic acid, 99%, BIDD:GT0175, DivK1c_000350, 4-amino-2-hydroxobenzoic acid, SPBio_000001, orb1309076, orb3026005, SCHEMBL4242531, p-Aminosalicylic acid STANDARD, SCHEMBL29450213, BDBM48319, GTPL13652, HMS501B12, HY-I0447R, KBio1_000350, KBio2_000422, KBio2_002990, KBio2_005558, KBio3_001334, 4-Aminobenzoic acid, 2-hydroxy-, 4-Aminosalicylic acid (Standard), 4-azanyl-2-oxidanyl-benzoic acid, cid_11988145, NINDS_000350, AMINOSALICYLIC ACID [HSDB], HMS2090I07, HMS2093L14, HMS2236I04, HMS3371A17, HMS3715M08, HMS5084P13, KUC106682N, AMINOSALICYLIC ACID [VANDF], P-AMINOSALICYLIC ACID [MI], AMINOSALICYLIC ACID [MART.], HY-I0447, AMINOSALICYLIC ACID [USP-RS], AMINOSALICYLIC ACID [WHO-DD], CCG-39969, EBC-03237, s5211, SBB056794, STL163955, AKOS000121200, CS-W023102, DB00233, FA10792, PB47849, 4-AMINO,2-HYDROXY-BENZOIC ACID, IDI1_000350, AMINOSALICYLIC ACID [ORANGE BOOK], NCGC00018110-01, NCGC00018110-02, NCGC00018110-03, NCGC00018110-04, AC-12894, AS-11043, SY001079, AMINOSALICYLIC ACID [USP MONOGRAPH], KSC-11-207-13, SBI-0051279.P003, SBI-0051279.P004, DB-054818, MESALAZINE IMPURITY E [EP IMPURITY], A0420, NS00010608, ST50824394, EN300-18730, C02518, D00162, NEOPASALATE COMPONENT AMINOSALICYLIC ACID, P17508, AB00051913-20, F078671, Q229924, SR-01000002990-4, SR-01000002990-6, 4-Aminosalicylic acid, Vetec(TM) reagent grade, 99%, BRD-K80267133-001-17-7, BRD-K80267133-001-18-5, BRD-K80267133-001-19-3, Z90121065, 4-Amino-2-Hydroxybenzoic Acid; Mesalazine EP Impurity E, F2191-0245, para-aminosalicylic acid;Aminosalicylic acid;4-aminosalicylate, Aminosalicylic acid, United States Pharmacopeia (USP) Reference Standard, 4-Aminosalicylic acid, Pharmaceutical Secondary Standard; Certified Reference Material, InChI=1/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11
Theoretical properties:
molecular_formula: C7H7NO3
molecular_weight: 153.14 g/mol
exact_mass: 153.042593085 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 11
topological_polar_surface_area: 83.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: MINUTE CRYSTALS FROM ALC
color: MINUTE CRYSTALS FROM ALC
odor: ODORLESS, OR HAS SLIGHT ACETOUS ODOR
vapor_pressure: 0.000004 [mmHg]
Descriptions:
pubchem: 4-aminosalicylic acid is an aminobenzoic acid that is salicylic acid substituted by an amino group at position 4. It has a role as an antitubercular agent. It is an aminobenzoic acid and a member of phenols. It is functionally related to a salicylic acid. It is a conjugate acid of a 4-aminosalicylate(1-).
chebi: An aminobenzoic acid that is salicylic acid substituted by an amino group at position 4.
chembl: AMINOSALICYLIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 4-Aminosalicylic acid, also known as para-aminosalicylic acid (PAS) and sold under the brand name Paser among others, is an antibiotic primarily used to treat tuberculosis. Specifically it is used to treat active drug resistant tuberculosis together with other antituberculosis medications. It has also been used as a second line agent to sulfasalazine in people with inflammatory bowel disease such as ulcerative colitis and Crohn's disease. It is typically taken by mouth.
Common side effects include nausea, abdominal pain, and diarrhea. Other side effects may include liver inflammation and allergic reactions. It is not recommended in people with end stage kidney disease. While there does not appear to be harm with use during pregnancy it has not been well studied in this population. 4-Aminosalicylic acid is believed to work by blocking the ability of bacteria to make folic acid.
4-Aminosalicylic acid was first made in 1902, and came into medical use in 1943. It is on the World Health Organization's List of Essential Medicines.