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MedKoo Cat#: 571041 | Name: Aminosalicylic Acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aminosalicylic Acid, also known as Para-aminosalicylic acid (PAS), is one of the last remaining drugs available to treat extensively drug-resistant (XDR) tuberculosis. It is an antitubercular agent often administered in association with ISONIAZID. The sodium salt of the drug is better tolerated than the free acid.

Chemical Structure

Aminosalicylic Acid
Aminosalicylic Acid
CAS#65-49-6

Theoretical Analysis

MedKoo Cat#: 571041

Name: Aminosalicylic Acid

CAS#: 65-49-6

Chemical Formula: C7H7NO3

Exact Mass: 153.0426

Molecular Weight: 153.14

Elemental Analysis: C, 54.90; H, 4.61; N, 9.15; O, 31.34

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Aminosalicylic Acid; Para aminosalicylic Acid; para-aminosalicylic acid; NSC 2083
IUPAC/Chemical Name
Benzoic acid, 4-amino-2-hydroxy-
InChi Key
WUBBRNOQWQTFEX-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11)
SMILES Code
O=C(O)C1=CC=C(N)C=C1O
Appearance
Solid powder
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 153.14 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.

Recalculate based on batch purity %
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: Zheng J, Rubin EJ, Bifani P, Mathys V, Lim V, Au M, Jang J, Nam J, Dick T, Walker JR, Pethe K, Camacho LR. para-Aminosalicylic acid is a prodrug targeting dihydrofolate reductase in Mycobacterium tuberculosis. J Biol Chem. 2013 Aug 9;288(32):23447-56. doi: 10.1074/jbc.M113.475798. Epub 2013 Jun 18. Erratum in: J Biol Chem. 2013 Oct 4;288(40):28951. PubMed PMID: 23779105; PubMed Central PMCID: PMC5395024. 2: Chakraborty S, Gruber T, Barry CE 3rd, Boshoff HI, Rhee KY. Para-aminosalicylic acid acts as an alternative substrate of folate metabolism in Mycobacterium tuberculosis. Science. 2013 Jan 4;339(6115):88-91. doi: 10.1126/science.1228980. Epub 2012 Nov 1. PubMed PMID: 23118010; PubMed Central PMCID: PMC3792487. 3: Donald PR, Diacon AH. Para-aminosalicylic acid: the return of an old friend. Lancet Infect Dis. 2015 Sep;15(9):1091-9. doi: 10.1016/S1473-3099(15)00263-7. Epub 2015 Aug 12. Review. PubMed PMID: 26277036. 4: Kibleur Y, Brochart H, Schaaf HS, Diacon AH, Donald PR. Dose regimen of para-aminosalicylic acid gastro-resistant formulation (PAS-GR) in multidrug-resistant tuberculosis. Clin Drug Investig. 2014 Apr;34(4):269-76. doi: 10.1007/s40261-014-0172-7. PubMed PMID: 24488376. 5: Liwa AC, Schaaf HS, Rosenkranz B, Seifart HI, Diacon AH, Donald PR. Para-aminosalicylic acid plasma concentrations in children in comparison with adults after receiving a granular slow-release preparation. J Trop Pediatr. 2013 Apr;59(2):90-4. doi: 10.1093/tropej/fms053. Epub 2012 Nov 21. PubMed PMID: 23174991. 6: Vadnerkar G, Dhaneshwar S. Macromolecular prodrug of 4-aminosalicylic acid for targeted delivery to inflamed colon. Curr Drug Discov Technol. 2013 Mar;10(1):16-24. PubMed PMID: 22725691. 7: Hong L, Xu C, O'Neal S, Bi HC, Huang M, Zheng W, Zeng S. Roles of P-glycoprotein and multidrug resistance protein in transporting para-aminosalicylic acid and its N-acetylated metabolite in mice brain. Acta Pharmacol Sin. 2014 Dec;35(12):1577-85. doi: 10.1038/aps.2014.103. Epub 2014 Nov 24. PubMed PMID: 25418377; PubMed Central PMCID: PMC4261121. 8: Hong L, Jiang W, Zheng W, Zeng S. HPLC analysis of para-aminosalicylic acid and its metabolite in plasma, cerebrospinal fluid and brain tissues. J Pharm Biomed Anal. 2011 Apr 5;54(5):1101-9. doi: 10.1016/j.jpba.2010.11.031. Epub 2010 Nov 27. PubMed PMID: 21159459; PubMed Central PMCID: PMC3046028. 9: Hong L, Jiang W, Pan H, Jiang Y, Zeng S, Zheng W. Brain regional pharmacokinetics of p-aminosalicylic acid and its N-acetylated metabolite: effectiveness in chelating brain manganese. Drug Metab Dispos. 2011 Oct;39(10):1904-9. doi: 10.1124/dmd.111.040915. Epub 2011 Jul 18. PubMed PMID: 21768272; PubMed Central PMCID: PMC3186214. 10: Ge QP, Wang QF, Duan HF, Wang J, Chu NH. [Clinical analysis of protionamide and para-aminosalicylic acid induced hepatotoxicity in 129 cases]. Zhonghua Jie He He Hu Xi Za Zhi. 2013 Oct;36(10):737-40. Chinese. PubMed PMID: 24433800. 11: Suneela D, Gaurav V, Samuel S. Azo reductase- activated colon- targeting prodrugs of aminosalicylates for inflammatory bowel disease: preparation, pharmacokinetic and pharmacodynamic profile. Inflamm Allergy Drug Targets. 2013 Dec;12(6):419-32. PubMed PMID: 24266686. 12: Sy SK, de Kock L, Diacon AH, Werely CJ, Xia H, Rosenkranz B, van der Merwe L, Donald PR. N-acetyltransferase genotypes and the pharmacokinetics and tolerability of para-aminosalicylic acid in patients with drug-resistant pulmonary tuberculosis. Antimicrob Agents Chemother. 2015 Jul;59(7):4129-38. doi: 10.1128/AAC.04049-14. Epub 2015 May 11. PubMed PMID: 25963985; PubMed Central PMCID: PMC4468703. 13: Curkovic I, Egbring M, Kullak-Ublick GA. Risks of inflammatory bowel disease treatment with glucocorticosteroids and aminosalicylates. Dig Dis. 2013;31(3-4):368-73. doi: 10.1159/000354699. Epub 2013 Nov 14. Review. PubMed PMID: 24246990. 14: Gad S, Tajber L, Corrigan OI, Healy AM. Preparation and characterisation of novel spray-dried nano-structured para-aminosalicylic acid particulates for pulmonary delivery: impact of ammonium carbonate on morphology, chemical composition and solid state. J Pharm Pharmacol. 2012 Sep;64(9):1264-74. doi: 10.1111/j.2042-7158.2012.01465.x. Epub 2012 Feb 21. PubMed PMID: 22881439. 15: Vesenbeckh SM, Becker J, Huhnt C, Karras B, Bauer TT, Mauch H, Rüssmann H, Schönfeld N. Successful oral desensitization to i.v. para-aminosalicylic acid (PAS) using encapsulated PAS dry substance. Infection. 2012 Apr;40(2):199-202. doi: 10.1007/s15010-011-0172-y. Epub 2011 Aug 11. PubMed PMID: 21833615. 16: Zhang J, Shan Y, Pan X, Wang C, Xu W, He L. Molecular docking, 3D-QSAR studies, and in silico ADME prediction of p-aminosalicylic acid derivatives as neuraminidase inhibitors. Chem Biol Drug Des. 2011 Oct;78(4):709-17. doi: 10.1111/j.1747-0285.2011.01179.x. Epub 2011 Sep 6. PubMed PMID: 21752201. 17: Nguyen L. Antibiotic resistance mechanisms in M. tuberculosis: an update. Arch Toxicol. 2016 Jul;90(7):1585-604. doi: 10.1007/s00204-016-1727-6. Epub 2016 May 9. Review. PubMed PMID: 27161440; PubMed Central PMCID: PMC4988520. 18: Madesh M, Balasubramanian KA. Inhibition by aminosalicylates of phosphatidic acid formation induced by superoxide, calcium or spermine in enterocyte mitochondria. Biochem Pharmacol. 1998 May 1;55(9):1489-95. PubMed PMID: 10076542. 19: Tuleu C, Basit AW, Waddington WA, Ell PJ, Newton JM. Colonic delivery of 4-aminosalicylic acid using amylose-ethylcellulose-coated hydroxypropylmethylcellulose capsules. Aliment Pharmacol Ther. 2002 Oct;16(10):1771-9. PubMed PMID: 12269970. 20: Ginsberg AL, Beck LS, McIntosh TM, Nochomovitz LE. Treatment of left-sided ulcerative colitis with 4-aminosalicylic acid enemas. A double-blind, placebo-controlled trial. Ann Intern Med. 1988 Feb;108(2):195-9. PubMed PMID: 3277506.