Sulfisoxazole | CAS#127-69-5

MedKoo Cat#: 318778 | Name: Sulfisoxazole

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Description:

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

Sulfisoxazole is a sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of Gram-negative and Gram-positive organisms.

Chemical Structure

Sulfisoxazole

CAS#127-69-5

Theoretical Analysis

MedKoo Cat#: 318778

Name: Sulfisoxazole

CAS#: 127-69-5

Chemical Formula: C11H13N3O3S

Exact Mass: 267.0678

Molecular Weight: 267.30

Elemental Analysis: C, 49.43; H, 4.90; N, 15.72; O, 17.96; S, 11.99

Price and Availability

Size	Price	Availability	Quantity
2g	USD 250.00
5g	USD 450.00
10g	USD 650.00
25g	USD 950.00
50g	USD 1,450.00

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Related CAS #

No Data

Synonym

NU445; NU-445; NU 445; Sulfisoxazole; Neazolin; Neoxazol

IUPAC/Chemical Name

4-amino-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide

InChi Key

NHUHCSRWZMLRLA-UHFFFAOYSA-N

InChi Code

InChI=1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3

SMILES Code

O=S(NC1=C(C)C(C)=NO1)(C2=CC=C(N)C=C2)=O

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

To be determined

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Sulfisoxazole is an endothelin receptor antagonist with IC50 values of 0.60 μM and 22 μM against endothelin receptor A and endothelin receptor B, respectively.

In vitro activity:

Sulfisoxazole attenuated the elevation of nitric oxide (deduced by measuring nitrite) and the reduction in numbers of GABA-containing neurones caused by LPS. The in vitro studies provided support for the protective effect of sulfisoxazole. Reference: Neurochem Int. 2006 Jun;48(8):708-17. https://pubmed.ncbi.nlm.nih.gov/16464516/

In vivo activity:

Sulfisoxazole, an antibacterial agent, reduces exosomal PD-L1 levels in blood when orally administered to tumor-bearing mice. This reinvigorates exhausted T cells, leading to robust antitumor effects when combined with anti-PD-1 antibody treatment. Sulfisoxazole's ability to inhibit exosomal PD-L1 suggests it could enhance the response rate of anti-PD-1 antibodies. Reference: Adv Sci (Weinh). 2022 Feb;9(5):e2103245. https://pubmed.ncbi.nlm.nih.gov/34927389/

Preparing Stock Solutions

The following data is based on the product molecular weight 267.30 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.

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

Formulation protocol:

1. Syed H, Safa R, Chidlow G, Osborne NN. Sulfisoxazole, an endothelin receptor antagonist, protects retinal neurones from insults of ischemia/reperfusion or lipopolysaccharide. Neurochem Int. 2006 Jun;48(8):708-17. doi: 10.1016/j.neuint.2005.12.007. Epub 2006 Feb 7. PMID: 16464516. 2. Shin JM, Lee CH, Son S, Kim CH, Lee JA, Ko H, Shin S, Song SH, Park SS, Bae JH, Park JM, Choe EJ, Baek MC, Park JH. Sulfisoxazole Elicits Robust Antitumour Immune Response Along with Immune Checkpoint Therapy by Inhibiting Exosomal PD-L1. Adv Sci (Weinh). 2022 Feb;9(5):e2103245. doi: 10.1002/advs.202103245. Epub 2021 Dec 20. PMID: 34927389; PMCID: PMC8844465. 3. Im EJ, Lee CH, Moon PG, Rangaswamy GG, Lee B, Lee JM, Lee JC, Jee JG, Bae JS, Kwon TK, Kang KW, Jeong MS, Lee JE, Jung HS, Ro HJ, Jun S, Kang W, Seo SY, Cho YE, Song BJ, Baek MC. Sulfisoxazole inhibits the secretion of small extracellular vesicles by targeting the endothelin receptor A. Nat Commun. 2019 Mar 27;10(1):1387. doi: 10.1038/s41467-019-09387-4. PMID: 30918259; PMCID: PMC6437193.

In vitro protocol:

In vivo protocol:

1. Shin JM, Lee CH, Son S, Kim CH, Lee JA, Ko H, Shin S, Song SH, Park SS, Bae JH, Park JM, Choe EJ, Baek MC, Park JH. Sulfisoxazole Elicits Robust Antitumour Immune Response Along with Immune Checkpoint Therapy by Inhibiting Exosomal PD-L1. Adv Sci (Weinh). 2022 Feb;9(5):e2103245. doi: 10.1002/advs.202103245. Epub 2021 Dec 20. PMID: 34927389; PMCID: PMC8844465. 2. Im EJ, Lee CH, Moon PG, Rangaswamy GG, Lee B, Lee JM, Lee JC, Jee JG, Bae JS, Kwon TK, Kang KW, Jeong MS, Lee JE, Jung HS, Ro HJ, Jun S, Kang W, Seo SY, Cho YE, Song BJ, Baek MC. Sulfisoxazole inhibits the secretion of small extracellular vesicles by targeting the endothelin receptor A. Nat Commun. 2019 Mar 27;10(1):1387. doi: 10.1038/s41467-019-09387-4. PMID: 30918259; PMCID: PMC6437193.

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