ChemicalBook > CAS DataBase List > 4-(AMINOMETHYL)BENZENESULFONAMIDE

4-(AMINOMETHYL)BENZENESULFONAMIDE

Product Name
4-(AMINOMETHYL)BENZENESULFONAMIDE
CAS No.
138-39-6
Chemical Name
4-(AMINOMETHYL)BENZENESULFONAMIDE
Synonyms
Homosul;Homonal;Emilene;Mesudin;Maphenid;Malfamin;Mesudrin;Ambamide;Neofamid;Septicid
CBNumber
CB7347830
Molecular Formula
C7H10N2O2S
Formula Weight
186.23
MOL File
138-39-6.mol
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4-(AMINOMETHYL)BENZENESULFONAMIDE Property

Melting point:
177-178℃ (decomposition)
Boiling point:
382.0±44.0 °C(Predicted)
Density 
1.345±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
10.16±0.10(Predicted)
color 
Light Beige to Beige
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
23995
Product name
Mafenide Acetate
Purity
≥95%
Packaging
100mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
23995
Product name
Mafenide Acetate
Purity
≥95%
Packaging
250mg
Price
$67
Updated
2024/03/01
Cayman Chemical
Product number
23995
Product name
Mafenide Acetate
Purity
≥95%
Packaging
500mg
Price
$96
Updated
2024/03/01
TRC
Product number
A613490
Product name
4-Aminomethylbenzenesulfonamide
Packaging
250mg
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
058351
Product name
4-(Aminomethyl)benzenesulfonamide
Packaging
5g
Price
$150
Updated
2021/12/16
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4-(AMINOMETHYL)BENZENESULFONAMIDE Chemical Properties,Usage,Production

Originator

Sulfamylon,Winthrop,US,1949

Uses

antibacterial

Definition

ChEBI: Mafenide is an aromatic amine.

Manufacturing Process

For the preparation of mafenide 50 g of acetylbenzylamine are introduced while stirring into 150 cc of chlorosulfonic acid, whereby the temperature is kept below 40°C by external cooling. After several hours' storing at ordinary temperature the mixture is heated for 1 hour in the boiling water-bath and after cooling, poured on to ice. Thereupon the 4-acetylaminoethylbenzenesulfonic acid chloride precipitates at first in an oily form, but solidifies after short stirring to crystals. The product sucked off and washed with cold water is introduced into a 10% aqueous ammonia solution. Thereby dissolution takes place while heating and after a short time the 4- acetylaminomethyl-benzenesulfonic acid amide precipitates in a crystalline form. After heating to 70°C for 30 minutes the solution is cooled, filtered with suction and washed out. The product is obtained when recrystallized from water or dilute alcohol in colorless crystals melting at 177%. It is readily soluble in warm water, extremely readily soluble in dilute sodium hydroxide solution.

brand name

Sulfamylon (Sterling Winthrop).

Therapeutic Function

Antibacterial

Pharmaceutical Applications

p-Aminomethylbenzene sulfonamide; Sulfamylon.
A topical agent formerly used extensively in burns, especially for its action in suppressing Ps. aeruginosa. It is rapidly absorbed through burned skin and is unusual in that it is not neutralized by p-aminobenzoic acid or by tissue exudates. Disadvantages of its use are local pain and burning, a variety of allergic reactions including erythema multiforme and its capacity to inhibit carbonic anhydrase, necessitating careful observation to detect the development of metabolic acidosis. Its metabolite, p-carboxybenzene sulfonamide, also inhibits carbonic anhydrase but has no antibacterial activity. Mafenide propionate was formerly used in ophthalmic preparations.

Synthesis

Maphenide, n-(aminomethyl)-benzenesulfamide (33.1.48), is structurally somewhat different from all drugs examined above in that the amino group in the p-position to the sulfonamide group is distanced from the benzene ring by one methyl group. This drug is synthesized from N-benzylacetamide, subsequent reaction of which with chlorosulfonic acid and then with ammonia gives 4-(acetamidomethyl)-benzene-sulfonamide (33.1.47). Hydrolyzing this product with a base gives maphenid.


Synonyms of this drug are marfanil, mezudin, ambamide, septicid, and others.

4-(AMINOMETHYL)BENZENESULFONAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(AMINOMETHYL)BENZENESULFONAMIDE Suppliers

MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
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16314854226
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info@bocsci.com
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United States
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Musechem
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+1-800-259-7612
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TargetMol Chemicals Inc.
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Alchem Pharmtech,Inc.
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Cayman Chemical Company
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cayman@caymanchem.com
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MedChemExpress
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SynChem,Inc
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Matrix Scientific
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Synchem Inc.
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View Lastest Price from 4-(AMINOMETHYL)BENZENESULFONAMIDE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Mafenide 138-39-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Mafenide 138-39-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08

138-39-6, 4-(AMINOMETHYL)BENZENESULFONAMIDERelated Search:


  • -Amino-p-toluenesulfonamide
  • Benzamsulfonamide
  • Benzenesulfonamide, 4-(aminomethyl)-
  • Emilene
  • Homonal
  • Homosul
  • Homosulfamine
  • Homosulfanilamide
  • Malfamin
  • Maphenid
  • Maphenide
  • Marprontil
  • Mesudin
  • Mesudrin
  • 4-Homosulfanilamide
  • alpha-Amino-p-toluenesulfonamide
  • Ambamide
  • Neofamid
  • NSC-34632
  • p-(Aminomethyl)benzenesulfonamide
  • Paramenyl
  • p-Toluenesulfonamide, alpha-amino-
  • Septicid
  • Sulfamylon
  • RARECHEM AL BW 0818
  • alpha-aminotoluene-4-sulphonamide
  • 4-AMINOMETHYLBENZENE SULPHONAMIDE
  • 4-(AMINOMETHYL)BENZENESULFONAMIDE
  • Benzenesulfonamide, 4-(aminomethyl)- (9CI)
  • mafenide,sdulfmylon,SML
  • 4-AMINOMETHYLBENZENESULFONAMIDE, 95+%
  • p-Aminomethylbenzenesulfonylamide
  • 4-(aMinoMethyl)benzene-1-sulfonaMide
  • p-Sulfamoylbenzylamine
  • alpha-Amino-p-toluenesulfonamide monoacetate
  • Benzenesulfonamide, 4-(aminomethyl)-, monoacetate
  • Mafenide acetate (JAN/USP)
  • Mafenide acetate [USAN:JAN]
  • p-Toluenes
  • Sulfamilon
  • Sulfamylon (TN)
  • Winthrocine
  • 4-(AMINOMETHYL)BENZENESULFONAMIDE USP/EP/BP
  • 4-(aminomethyl)benzenesulfonamide(HCl salt)
  • 138-39-6
  • SULFAMYLON
  • SULFONAMIDE