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CAS No.: | 138-37-4 |
---|---|
Name: | Mafenide hydrochloride |
Molecular Structure: | |
Formula: | C7H10N2O2S.HCl |
Molecular Weight: | 222.696 |
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; |
EINECS: | 205-325-3 |
Melting Point: | 261-263 °C(lit.) |
Boiling Point: | 382 °C at 760 mmHg |
Flash Point: | 184.8 °C |
Hazard Symbols: | Xn |
Risk Codes: | 42/43 |
Safety: | 22-36/37-45 |
PSA: | 94.56000 |
LogP: | 3.07610 |
tert-butyl 2-(2-formyl-1H-imidazol-1-yl)acetate
mafenide hydrochloride
tert-butyl 2,2′-(2,2′-(4-sulfamoylbenzylazanediyl)bis(methylene)-bis(1H-imidazole-2,1-diyl))diacetate
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% |
mafenide hydrochloride
{[3-[(bis-ethoxycarbonylmethyl-amino)-methyl]-5-(4-sulfamoyl-benzylcarbamoyl)-benzyl]-ethoxycarbonylmethyl-amino}-acetic acid ethyl ester
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In chloroform; N,N-dimethyl-formamide at 20℃; for 12h; | 98% |
2,6-dichloropyrido[3,2-d]pyrimidin-4-ol
mafenide hydrochloride
4-[(6-chloro-4-hydroxy-pyrido[3,2-d]pyrimidin-2-ylamino)-methyl]-benzenesulfonamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 110 - 120℃; for 3h; | 97% |
methyl adipoyl chloride
mafenide hydrochloride
5-(4-Sulfamoyl-benzylcarbamoyl)-pentanoic acid methyl ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 7h; | 95% |
thiophosgene
mafenide hydrochloride
4-(isothiocyanatomethyl)benzenesulfonamide
Conditions | Yield |
---|---|
With concentrated hydrochloric acid In water | 95% |
benzyl [2‑(1H‑benzo[d][1,2,3]triazol‑1‑yl)‑2‑oxoethyl]carbamate
mafenide hydrochloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation; | 95% |
mafenide hydrochloride
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation; | 95% |
mafenide hydrochloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 70℃; for 0.5h; Microwave irradiation; | 95% |
mafenide hydrochloride
O2,O3,O4,O6,S-Pentaacetyl-1-thio-β-D-glucopyranose
C21H28N2O11S2
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% |
Conditions | Yield |
---|---|
With acetic acid at 130℃; for 1.5h; Inert atmosphere; | 94% |
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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.)
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 CHANGESLife 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 CHANGESLife Sciences. Vol. 5, Pg. 2279, 1966.
Hazard Codes: 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 (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 .