Mafenide hydrochloride supplier

Name
Mafenide hydrochloride
EINECS 205-325-3
CAS No. 138-37-4
Density
Solubility
Melting Point 261-263 °C(lit.)
Formula C₇H₁₀N₂O₂S^.HCl
Boiling Point 382 °C at 760 mmHg
Molecular Weight 222.696
Flash Point 184.8 °C
Transport Information
Appearance
Safety 22-36/37-45
Risk Codes 42/43
Molecular Structure
Hazard Symbols Xn
Synonyms Benzenesulfonamide,4-(aminomethyl)-, monohydrochloride (9CI);p-Toluenesulfonamide, a-amino-, hydrochloride (6CI);p-Toluenesulfonamide, a-amino-, monohydrochloride (8CI);4-(Aminomethyl)benzene sulfonamidemonohydrochloride;4-Aminosulfonylbenzylamine hydrochloride;4-Homosulfanilamide hydrochloride;Homosulfamine;Homosulfamine hydrochloride;Homosulfanilamide hydrochloride;Marfanil;Sulfamylonhydrochloride;p-(Aminomethyl)benzenesulfonamide hydrochloride;p-(Aminomethyl)benzenesulfonamide monohydrochloride;p-Aminomethylphenylsulfonamide hydrochloride;a-Amino-p-toluenesulfonamide hydrochloride;
PSA 94.56000
LogP 3.07610

Synthetic route

: 1226869-60-8
tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate

: 138-37-4
mafenide hydrochloride

: 1228647-88-8
tert-butyl 2,2′-(2,2′-(4-sulfamoylbenzylazanediyl)bis(methylene)-bis(1H-imidazole-2,1-diyl))diacetate

Conditions

Conditions	Yield
Stage #1: tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate; mafenide hydrochloride With acetic acid In 1,2-dichloro-ethane at 75℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 20℃; Inert atmosphere;	99%

: 138-37-4
mafenide hydrochloride

: sodium 3,5-bis(bis((ethoxycarbonyl)methyl)aminomethyl)benzoate

: 662165-89-1
{[3-[(bis-ethoxycarbonylmethyl-amino)-methyl]-5-(4-sulfamoyl-benzylcarbamoyl)-benzyl]-ethoxycarbonylmethyl-amino}-acetic acid ethyl ester

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In chloroform; N,N-dimethyl-formamide at 20℃; for 12h;	98%

: 1036738-13-2
2,6-dichloropyrido[3,2-d]pyrimidin-4-ol

: 138-37-4
mafenide hydrochloride

: 1036738-14-3
4-[(6-chloro-4-hydroxy-pyrido[3,2-d]pyrimidin-2-ylamino)-methyl]-benzenesulfonamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 110 - 120℃; for 3h;	97%

: 35444-44-1
methyl adipoyl chloride

: 138-37-4
mafenide hydrochloride

: 928211-28-3
5-(4-Sulfamoyl-benzylcarbamoyl)-pentanoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 7h;	95%

: 463-71-8
thiophosgene

: 138-37-4
mafenide hydrochloride

: 51929-73-8
4-(isothiocyanatomethyl)benzenesulfonamide

Conditions

Conditions	Yield
With concentrated hydrochloric acid In water	95%

: 173459-80-8
benzyl [2‑(1H‑benzo[d][1,2,3]triazol‑1‑yl)‑2‑oxoethyl]carbamate

: 138-37-4
mafenide hydrochloride

: benzyl (2-oxo-2-((4-sulfamoylbenzyl)amino)ethyl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: C21H23N5O4S

: 138-37-4
mafenide hydrochloride

: benzyl (S)-(4-(methylthio)-1-oxo-1-((2-oxo-2-((4-sulfamoylbenzyl)amino)ethyl)amino)butan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

: 138-37-4
mafenide hydrochloride

: tert-butyl (R)-(1-oxo-3-phenyl-1-((4-sulphamoylbenzyl)amino)propan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 70℃; for 0.5h; Microwave irradiation;	95%

: 138-37-4
mafenide hydrochloride

: 6806-56-0, 13639-50-4, 51898-27-2, 62860-10-0, 63783-77-7, 92217-67-9, 92217-68-0, 130796-15-5
O2,O3,O4,O6,S-Pentaacetyl-1-thio-β-D-glucopyranose

: 1219708-35-6
C21H28N2O11S2

Conditions

Conditions	Yield
Stage #1: O2,O3,O4,O6,S-Pentaacetyl-1-thio-β-D-glucopyranose With Diethyl 2-bromomalonate In methanol at 20℃; for 0.333333h; Inert atmosphere; Stage #2: mafenide hydrochloride With N-ethyl-N,N-diisopropylamine In methanol at 20℃; Inert atmosphere;	94%

: 632-79-1
Tetrabromophthalic anhydride

: 138-37-4
mafenide hydrochloride

: 4-((4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)methyl)benzenesulfonamide hydrochloride

Conditions

Conditions	Yield
With acetic acid at 130℃; for 1.5h; Inert atmosphere;	94%

: 138-37-4
mafenide hydrochloride

: 514214-66-5
(S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

: (S)-benzyl (1-oxo-3-phenyl-1-((4-sulfamoylbenzyl)amino)propan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	94%

: C24H29N5O4S2

: 138-37-4
mafenide hydrochloride

: benzyl ((S)-4-(methylthio)-1-(((S)-4-(methylthio)-1-oxo-1-((4-sulfamoylbenzyl)amino)butan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	94%

: 138-37-4
mafenide hydrochloride

: 20728-70-5
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-2,3,6-tri-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranose

: 1219708-38-9
C33H44N2O19S2

Conditions

Conditions	Yield
Stage #1: 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>4)-2,3,6-tri-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranose With Diethyl 2-bromomalonate In methanol at 20℃; for 0.333333h; Inert atmosphere; Stage #2: mafenide hydrochloride With N-ethyl-N,N-diisopropylamine In methanol at 20℃; Inert atmosphere;	93%

: 138-37-4
mafenide hydrochloride

: 820239-42-7
benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate

: (S)-benzyl (1-oxo-1-((4-sulfamoylbenzyl)amino)propan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	93%

: C33H31N5O4S

: 138-37-4
mafenide hydrochloride

: benzyl ((S)-1-(((R)-3-(benzylthio)-1-oxo-1-((4-sulfamoylbenzyl)amino)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	93%

: 81-86-7
4-bromo-1,8-naphthalenedicarboxylic anhydride

: 138-37-4
mafenide hydrochloride

: C19H13BrN2O4S

Conditions

Conditions	Yield
With triethylamine at 80℃; for 8h;	92%
With triethylamine In ethanol at 80℃; for 8h; Temperature;	92%

: C21H23N5O4S

: 138-37-4
mafenide hydrochloride

: benzyl (R)-(2-((4-(methylthio)-1-oxo-1-((4-sulfamoylbenzyl)amino)butan-2-yl)amino)-2-oxoethyl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	91%

: C28H29N5O4S

: 138-37-4
mafenide hydrochloride

: benzyl ((S)-4-(methylthio)-1-oxo-1-(((S)-1-oxo-3-phenyl-1-((4-sulfamoylbenzyl)amino)propan-2-yl)amino)butan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	91%

: C25H21N5O3

: 138-37-4
mafenide hydrochloride

: benzyl (R)-(3-(1H-indol-3-yl)-1-oxo-1-((4-sulphamoylbenzyl)amino)propan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 70℃; for 0.5h; Microwave irradiation;	91%

: 117-08-8
tetrachlorophthalic anhydride

: 138-37-4
mafenide hydrochloride

: 4-((4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)methyl)benzenesulfonamide hydrochloride

Conditions

Conditions	Yield
With acetic acid at 130℃; for 1.5h; Inert atmosphere;	90%

: 1452153-98-8
Cbz-Ala-Met-Bt

: 138-37-4
mafenide hydrochloride

: benzyl ((S)-1-(((S)-4-(methylthio)-1-oxo-1-((4-sulfamoylbenzyl)amino)butan-2-yl)amino)-1-oxopropan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	90%

: 4-(2-(N,N-diethylamino)acetyl)amino-1,8-naphthalic anhydride

: 138-37-4
mafenide hydrochloride

: C25H26N4O5S

Conditions

Conditions	Yield
With triethylamine In ethanol at 85℃; for 3h;	90%

: 23911-26-4
diethylenetriaminepentaacetic dianhydride

: 138-37-4
mafenide hydrochloride

: {{2-[carboxymethyl-(2-{carboxymethyl-[(4-sulfamoyl-benzylcarbamoyl)-methyl]-amino}-ethyl)-amino]-ethyl}-[(4-sulfamoyl-benzylcarbamoyl)-methyl]-amino}-acetic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃;	89%

: 1173817-60-1
C19H20N4O3

: 138-37-4
mafenide hydrochloride

: benzyl (R)-(3-methyl-1-oxo-1-((4-sulphamoylbenzyl)amino)-butan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 70℃; for 0.5h; Microwave irradiation;	89%

: 138-37-4
mafenide hydrochloride

: 314079-40-8
methyl (2,3,4-tri-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranosyl)uronate

: 1219708-37-8
C20H26N2O11S2

Conditions

Conditions	Yield
Stage #1: methyl (2,3,4-tri-O-acetyl-1-S-acetyl-1-thio-β-D-glucopyranosyl)uronate With Diethyl 2-bromomalonate In methanol at 20℃; for 0.333333h; Inert atmosphere; Stage #2: mafenide hydrochloride With N-ethyl-N,N-diisopropylamine In methanol at 20℃; Inert atmosphere;	88%

: 138-37-4
mafenide hydrochloride

: N-(2-benzylthio-4-chloro-5-methyl-benzenesulfonyl)cyanamide potassium salt

: 2-(2-benzylthio-4-chloro-5-methylbenzenesulfonyl)-3-(4-sulfamoylbenzyl)guanidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 20h; Reflux;	88%

: 138-37-4
mafenide hydrochloride

: 113942-30-6
3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrahydro-8-carboxylic acid

: 3-methyl-4-oxo-N-(4-sulfamoylbenzyl)-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; Inert atmosphere;	88%

: C27H27N5O4S

: 138-37-4
mafenide hydrochloride

: benzyl ((S)-1-(((R)-3-(benzylthio)-1-oxo-1-((4-sulfamoylbenzyl)amino)propan-2-yl)amino)-1-oxopropan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	88%

: 886981-43-7
benzyl N-{(S)-1-[(S)-2-benzotriazol-1-yl-1-methyl-2-oxoethylcarbamoyl]-3-methylsulfanylpropyl}carbamate

: 138-37-4
mafenide hydrochloride

: benzyl ((S)-4-(methylthio)-1-oxo-1-(((S)-1-oxo-1-((4-sulfamoylbenzyl)amino)propan-2-yl)amino)butan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	88%

: 860800-19-7
9H-fluoren-9-ylmethyl N-[(1S)-1-benzyl-2-benzotriazol-1-yl-2-oxoethyl]carbamate

: 138-37-4
mafenide hydrochloride

: (9H-fluoren-9-yl)methyl (S)-(1-oxo-3-phenyl-1-((4-sulphamoylbenzyl)amino)propan-2-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 70℃; for 0.5h; Microwave irradiation;	88%

Mafenide hydrochloride Chemical Properties

IUPAC Name: 4-(Aminomethyl)benzenesulfonamide hydrochloride
Canonical SMILES: C1=CC(=CC=C1CN)S(=O)(=O)N.Cl
InChI: InChI=1S/C7H10N2O2S.ClH/c8-5-6-1-3-7(4-2-6)12(9,10)11;/h1-4H,5,8H2,(H2,9,10,11);1H
InChIKey: SIACJRVYIPXFKS-UHFFFAOYSA-N
Molecular Weight: 222.69244 [g/mol]
Molecular Formula: C₇H₁₁ClN₂O₂S
H-Bond Donor: 3
H-Bond Acceptor: 4
Rotatable Bond Count: 2
Exact Mass: 222.022976
MonoIsotopic Mass: 222.022976
Topological Polar Surface Area: 86.2
Heavy Atom Count: 13
Complexity: 224
EINECS: 205-325-3
Flash Point: 184.8 °C
Enthalpy of Vaporization: 63.04 kJ/mol
Boiling Point: 382 °C at 760 mmHg
Vapour Pressure: 4.86E-06 mmHg at 25 °C
Melting Point of Mafenide hydrochloride (CAS NO.138-37-4): 261-263 °C(lit.)

Mafenide hydrochloride Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	900mg/kg (900mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Life Sciences. Vol. 5, Pg. 2279, 1966.
mouse	LD50	oral	8gm/kg (8000mg/kg)		Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 49, Pg. 11, 1953.
mouse	LD50	subcutaneous	3500mg/kg (3500mg/kg)		Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 49, Pg. 11, 1953.
mouse	LDLo	intramuscular	3500mg/kg (3500mg/kg)		Lancet. Vol. 2, Pg. 523, 1944.
mouse	LDLo	intraperitoneal	2500mg/kg (2500mg/kg)		Lancet. Vol. 2, Pg. 523, 1944.
rat	LD50	intravenous	1170mg/kg (1170mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Life Sciences. Vol. 5, Pg. 2279, 1966.

Mafenide hydrochloride Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 42/43
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements: 22-36/37-45
S22:Do not breathe dust.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 2
RTECS of Mafenide hydrochloride (CAS NO.138-37-4): XT5425000

Mafenide hydrochloride Specification

Mafenide hydrochloride (CAS NO.138-37-4), its Synonyms are 4-Aminomethylbenzenesulfonamide hydrochloride ; 4-Homosulfanilamide hydrochloride ; Ambamide hydrochloride ; Emilene hydrochloride ; Homosulfamine ; Homosulfamine hydrochloride ; Homosulfanilamide hydrochloride ; Mafenide HCl ; Neofamid hydrochloride ; Sulfamylon hydrochloride ; Sulfbenzamine hydrochloride ; alpha-Amino-p-toluenesulfonamide hydrochloride ; p-(Aminomethyl)benzenesulfonamide hydrochloride ; p-(Aminomethyl)benzenesulfonamide monohydrochloride ; p-Aminomethylphenylsulfonamide hydrochloride ; p-Toluenesulfonamide, alpha-amino-, hydrochloride .

Product Name

Mafenide hydrochloride

Synthetic route

Mafenide hydrochloride Chemical Properties

Mafenide hydrochloride Toxicity Data With Reference

Mafenide hydrochloride Safety Profile

Mafenide hydrochloride Specification

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