MedKoo Biosciences

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

MedKoo CAT#: 414319

CAS#: 138-39-6 (free base)

Description: Mafenide Free Base is a sulfonamide that inhibits the enzyme CARBONIC ANHYDRASE and is used as a topical anti-bacterial agent, especially in burn therapy.

Chemical Structure

Mafenide Free Base

CAS# 138-39-6 (free base)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 414319
Name: Mafenide Free Base
CAS#: 138-39-6 (free base)
Chemical Formula: C7H10N2O2S
Exact Mass: 186.05
Molecular Weight: 186.229
Elemental Analysis: C, 45.15; H, 5.41; N, 15.04; O, 17.18; S, 17.22

Price and Availability

Size	Price	Availability
500mg	USD 250	2 Weeks
1g	USD 450	2 Weeks
5g	USD 950	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Mafenide Free Base; NSC34632; NSC-34632; NSC 34632

IUPAC/Chemical Name: 4-(aminomethyl)benzenesulfonamide

InChi Key: TYMRLRRVMHJFTF-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H10N2O2S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4H,5,8H2,(H2,9,10,11)

SMILES Code: NCc1ccc(S(=O)(N)=O)cc1

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: To be determined

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

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Product Data:

Product Data

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Biological target:	Mafenide is an effective sulfonamide-type antimicrobial agent used for burn wounds. Mafenide shows activity against both Gram-positive and Gram-negative organisms, including Pseudomonas aeruginosa, via inhibition of nucleotide synthesis.
In vitro activity:	MAF (mafenide) could inhibit pyroptosis in iBMDM and microglia BV2, and decrease the release of inflammatory factors. MAF could inhibit GSDMD cleavage by directly binding to the GSDMD-Asp275 site, while the expression of p30-GSDMD was simultaneously down-regulated and the release of inflammatory factors was decreased. Reference: Eur J Pharm Sci. 2020 Apr 30;147:105303. https://pubmed.ncbi.nlm.nih.gov/32173407/
In vivo activity:	MAF (mafenide) could reduce the levels of inflammatory factors in cerebrospinal fluid and peripheral blood of APP/PS1 mice, and suppress the activation of microglia. Reference: Eur J Pharm Sci. 2020 Apr 30;147:105303. https://pubmed.ncbi.nlm.nih.gov/32173407/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	30.0	161.09
	DMSO	30.0	161.09
	DMSO:PBS (pH 7.2) (1:4)	0.2	1.07

Preparing Stock Solutions

The following data is based on the product molecular weight 186.23 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. Han C, Yang Y, Yu A, Guo L, Guan Q, Shen H, Jiao Q. Investigation on the mechanism of mafenide in inhibiting pyroptosis and the release of inflammatory factors. Eur J Pharm Sci. 2020 Apr 30;147:105303. doi: 10.1016/j.ejps.2020.105303. Epub 2020 Mar 12. Erratum in: Eur J Pharm Sci. 2022 Mar 1;170:106099. PMID: 32173407.
In vitro protocol:	1. Han C, Yang Y, Yu A, Guo L, Guan Q, Shen H, Jiao Q. Investigation on the mechanism of mafenide in inhibiting pyroptosis and the release of inflammatory factors. Eur J Pharm Sci. 2020 Apr 30;147:105303. doi: 10.1016/j.ejps.2020.105303. Epub 2020 Mar 12. Erratum in: Eur J Pharm Sci. 2022 Mar 1;170:106099. PMID: 32173407.
In vivo protocol:	1. Han C, Yang Y, Yu A, Guo L, Guan Q, Shen H, Jiao Q. Investigation on the mechanism of mafenide in inhibiting pyroptosis and the release of inflammatory factors. Eur J Pharm Sci. 2020 Apr 30;147:105303. doi: 10.1016/j.ejps.2020.105303. Epub 2020 Mar 12. Erratum in: Eur J Pharm Sci. 2022 Mar 1;170:106099. PMID: 32173407.

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

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1: Rizzo JA, Martini AK, Pruskowski KA, Rowan MP, Niece KL, Akers KS. Thermal stability of mafenide and amphotericin B topical solution. Burns. 2018 Mar;44(2):475-480. doi: 10.1016/j.burns.2017.08.019. Epub 2017 Sep 19. PMID: 28935221.

2: Afshari A, Nguyen L, Kahn SA, Montgomery AC, Shinha T, Stratton C, Summitt B. The Effective Duration of Antimicrobial Activity of Mafenide Acetate After Reconstitution. J Burn Care Res. 2018 Aug 17;39(5):736-738. doi: 10.1093/jbcr/irx029. PMID: 29931082.

3: Afshari A, Nguyen L, Kahn SA, Summitt B. 2.5% Mafenide Acetate: A Cost- Effective Alternative to the 5% Solution for Burn Wounds. J Burn Care Res. 2017 Jan/Feb;38(1):e42-e47. doi: 10.1097/BCR.0000000000000425. PMID: 27606553.

4: Bandmann HJ, Breit R. The mafenide story. Br J Dermatol. 1973 Aug;89(2):219-21. PMID: 4269480.

5: Kahn SA, Afshari A, Nguyen L, Shinha T, Huff T, Montgomery AC, Stratton C, Summitt B. Hydrofiber Dressing Saturated With Mafenide Acetate Extends the Duration of Antimicrobial Activity. J Burn Care Res. 2017 Jul/Aug;38(4):e704-e707. doi: 10.1097/BCR.0000000000000455. PMID: 27775984.

6: Mendelson JA. Topical mafenide hydrochloride aqueous spray in initial management of massive contaminated wounds with devitalized tissue. Prehosp Disaster Med. 2001 Jul-Sep;16(3):172-4. doi: 10.1017/s1049023x00025930. PMID: 11875802.

7: Punjataewakupt A, Napavichayanun S, Aramwit P. The downside of antimicrobial agents for wound healing. Eur J Clin Microbiol Infect Dis. 2019 Jan;38(1):39-54. doi: 10.1007/s10096-018-3393-5. Epub 2018 Oct 5. PMID: 30291466.

8: Mafenide acetate cream: a review. Drugs. 1971;1(6):434-60. doi: 10.2165/00003495-197101060-00002. PMID: 4948236.

9: Firoz EF, Firoz BF, Williams JF, Henning JS. Allergic contact dermatitis to mafenide acetate: a case series and review of the literature. J Drugs Dermatol. 2007 Aug;6(8):825-8. PMID: 17763614.

10: Han C, Yang Y, Yu A, Guo L, Guan Q, Shen H, Jiao Q. Investigation on the mechanism of mafenide in inhibiting pyroptosis and the release of inflammatory factors. Eur J Pharm Sci. 2020 Apr 30;147:105303. doi: 10.1016/j.ejps.2020.105303. Epub 2020 Mar 12. PMID: 32173407.

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