Sulfapyridine

  • CAT Number: A000409
  • CAS Number: 144-83-2
  • Molecular Formula: C11H11N3O2S
  • Molecular Weight: 249.29
  • Purity: ≥95%
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Sulfapyridine is a sulfonamide antibacterial. At one time it was commonly referred to as M&B. Sulfapyridine is no longer prescribed for treatment of infections in humans. However, it may be used to treat linear IgA disease. It is a good antibacterial drug, but its water solubility is very pH dependent. Thus there is a risk of crystallization within the bladder or urethra, which could lead to pain or blockage. As with other sulfonamides, there is a significant risk of agranulocytosis, and this, rather than the development of resistance by bacteria, is the main reason for its decline in use.

Catalog Number A000409
CAS Number 144-83-2
Molecular Formula

C11H11N3O2S

Purity 95%
Target Antibiotic
Solubility Limited solubility
Storage -20°C
InChI 1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
InChIKey GECHUMIMRBOMGK-UHFFFAOYSA-N
SMILES C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
Reference

1: Xiong H, Chen S, Luo X. Salazosulfapyridine-related Stevens-Johnson Syndrome
Caused by Sulfapyridine and Confirmed by Enzyme-Linked Immunospot Assay. J Crohns
Colitis. 2017 Nov 6. doi: 10.1093/ecco-jcc/jjx148. [Epub ahead of print] PubMed
PMID: 29126103.
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2: Chen KL, Liu LC, Chen WR. Adsorption of sulfamethoxazole and sulfapyridine
antibiotics in high organic content soils. Environ Pollut. 2017 Dec;231(Pt
1):1163-1171. doi: 10.1016/j.envpol.2017.08.011. Epub 2017 Sep 1. PubMed PMID:
28867135.
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3: Ji Y, Shi Y, Wang L, Lu J, Ferronato C, Chovelon JM. Sulfate radical-based
oxidation of antibiotics sulfamethazine, sulfapyridine, sulfadiazine,
sulfadimethoxine, and sulfachloropyridazine: Formation of SO(2) extrusion
products and effects of natural organic matter. Sci Total Environ. 2017 Sep
1;593-594:704-712. doi: 10.1016/j.scitotenv.2017.03.192. Epub 2017 Mar 28. PubMed
PMID: 28363182.
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4: Yao Y, Zhang Y, Gao B, Chen R, Wu F. Removal of sulfamethoxazole (SMX) and
sulfapyridine (SPY) from aqueous solutions by biochars derived from anaerobically
digested bagasse. Environ Sci Pollut Res Int. 2017 Mar 28. doi:
10.1007/s11356-017-8849-0. [Epub ahead of print] PubMed PMID: 28353104.
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5: Hassani NE, Baraket A, Neto ET, Lee M, Salvador JP, Marco MP, Bausells J, Bari
NE, Bouchikhi B, Elaissari A, Errachid A, Zine N. Novel strategy for
sulfapyridine detection using a fully integrated electrochemical Bio-MEMS:
Application to honey analysis. Biosens Bioelectron. 2017 Jul 15;93:282-288. doi:
10.1016/j.bios.2016.08.083. Epub 2016 Aug 27. PubMed PMID: 27617410.
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6: García-Galán MJ, Anfruns A, Gonzalez-Olmos R, Rodriguez-Mozaz S, Comas J.
Advanced oxidation of the antibiotic sulfapyridine by UV/H&#8322;O&#8322;: Characterization
of its transformation products and ecotoxicological implications. Chemosphere.
2016 Mar;147:451-9. doi: 10.1016/j.chemosphere.2015.12.108. Epub 2016 Jan 17.
PubMed PMID: 26789837.
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7: Li Y, Chen J, Qiao X, Zhang H, Zhang YN, Zhou C. Insights into photolytic
mechanism of sulfapyridine induced by triplet-excited dissolved organic matter.
Chemosphere. 2016 Mar;147:305-10. doi: 10.1016/j.chemosphere.2015.12.115. Epub
2016 Jan 15. PubMed PMID: 26766369.
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8: Hursthouse MB, Hughes DS, Gelbrich T, Threlfall TL. Describing hydrogen-bonded
structures; topology graphs, nodal symbols and connectivity tables, exemplified
by five polymorphs of each of sulfathiazole and sulfapyridine. Chem Cent J. 2015
Jan 21;9(1):1. doi: 10.1186/s13065-014-0076-x. eCollection 2015. PubMed PMID:
25649693; PubMed Central PMCID: PMC4309923.
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9: Inyang M, Gao B, Zimmerman A, Zhou Y, Cao X. Sorption and cosorption of lead
and sulfapyridine on carbon nanotube-modified biochars. Environ Sci Pollut Res
Int. 2015 Feb;22(3):1868-76. doi: 10.1007/s11356-014-2740-z. Epub 2014 Sep 13.
PubMed PMID: 25212810.
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10: Xu J, Hao Z, Guo C, Zhang Y, He Y, Meng W. Photodegradation of sulfapyridine
under simulated sunlight irradiation: kinetics, mechanism and toxicity
evolvement. Chemosphere. 2014 Mar;99:186-91. doi:
10.1016/j.chemosphere.2013.10.069. Epub 2013 Nov 27. PubMed PMID: 24289977.

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