MedKoo Cat#: 414319 | Name: Mafenide Free Base
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Description:

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

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
Mafenide Free Base
CAS#138-39-6 (free base)

Theoretical Analysis

MedKoo Cat#: 414319

Name: Mafenide Free Base

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

Chemical Formula: C7H10N2O2S

Exact Mass: 186.0463

Molecular Weight: 186.23

Elemental Analysis: C, 45.15; H, 5.41; N, 15.04; O, 17.18; S, 17.22

Price and Availability

Size Price Availability Quantity
500mg USD 250.00 2 Weeks
1g USD 450.00 2 Weeks
5g USD 950.00 2 Weeks
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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
More Info
Product Data
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/
Solvent mg/mL mM
Solubility
DMF 30.0 161.09
DMSO 30.0 161.09
DMSO:PBS (pH 7.2) (1:4) 0.2 1.07
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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.

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
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.
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.