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Carzenide

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Name

Carzenide

EINECS 205-327-4
CAS No. 138-41-0 Density 1.536 g/cm3
PSA 105.84000 LogP 1.81330
Solubility 453 mg/L (25 ºC) Melting Point 285-295 °C(lit.)
Formula C7H7NO4S Boiling Point 449 °C at 760 mmHg
Molecular Weight 201.203 Flash Point 225.4 °C
Transport Information N/A Appearance White powder
Safety 22-24/25-36/37/39-26 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 138-41-0 (Carzenide) Hazard Symbols HarmfulXn
Synonyms

Benzoicacid, p-sulfamoyl- (6CI,7CI,8CI);Benzoic acid, p-sulfamyl- (4CI);4-Carboxybenzenesulfonamide;Benzoic acid p-sulfamide;Dirnate;NSC 22976;NSC 683540;p-Aminobenzoic acid sulfamide;p-Carboxybenzenesulfonamide;p-Sulfamoylbenzoic acid;p-Sulfonamidobenzoic acid;

Article Data 37

Carzenide Synthetic route

17202-49-2

p-carboxybenzenesulfonyl azide

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; cetyltrimethylammonim bromide; cobalt(II) chloride In water at 25℃; for 0.166667h; Reduction;97%
With ethyl acetoacetate; triethylamine In acetonitrile
70-55-3

toluene-4-sulfonamide

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With oxygen; cobalt(II) acetate; 3,5-dinitro-N-hydroxy-N-methylbenzamide; acetic acid at 100℃; under 760.051 Torr; for 10h; Temperature; Reagent/catalyst;94.05%
With sodium hydroxide; potassium permanganate In water at 70 - 90℃; for 2h;90%
Stage #1: toluene-4-sulfonamide With potassium permanganate In water for 12h; Reflux;
Stage #2: With sulfuric acid In water at 0℃;
66%

C7H9NO5S

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With gadolinium(III) oxide; 2-methyl-4-hydroxy-3,6-dimethyloltoluene; acetylacetone at 50 - 78℃; for 1.83333h; Temperature;94%
456-25-7

p-carboxyphenyl diazonium tetrafluoroborate

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere;60%
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 4h; Inert atmosphere; Schlenk technique;60%
10130-89-9

p-carboxyphenylsulfonyl chloride

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With ammonia In methanol at -5℃;53%
With ammonia
Multi-step reaction with 2 steps
1: NaN3 / acetone; H2O
2: 3-oxo-butanoic acid ethyl ester, Et3N / acetonitrile
View Scheme
With hydrogenchloride; ammonium hydroxide
3240-35-5

4-formyl-benzenesulfonamide

A

138-41-0

4-(aminosulfonyl)-benzoic acid

B

67472-44-0

4-(hydroxymethyl)benzenesulfonamide

Conditions
ConditionsYield
With potassium hydroxide
701-34-8

4-bromo-benzenesulfonic acid amide

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With n-butyllithium; diethyl ether anschliessend mit Kohlendixid;
657-84-1

sodium tosylate

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With phosphorus pentachloride und Erhitzen des Reaktionsprodukts mit wss.Ammoniumpolysulfid in Dioxan;
6435-78-5

N-tosylpyrrolidine

potassium permanganate

potassium permanganate

A

110-15-6

succinic acid

B

138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
Erhitzen;
3240-35-5

4-formyl-benzenesulfonamide

concentrated KOH-solution

concentrated KOH-solution

A

138-41-0

4-(aminosulfonyl)-benzoic acid

B

67472-44-0

4-(hydroxymethyl)benzenesulfonamide

Carzenide Consensus Reports

Reported in EPA TSCA Inventory.

Carzenide Specification

The Benzoic acid,4-(aminosulfonyl)-, with the CAS registry number 138-41-0, is also known as 4-Carboxybenzenesulfonamide. Its EINECS number is 205-327-4. This chemical's molecular formula is C7H7NO4S and molecular weight is 201.21. What's more, its systematic name is 4-sulfamoylbenzoic acid. Its classification code is Drug / Therapeutic Agent. It is used as an organic intermediate and in synthetizing pharmaceuticals.

Physical properties of Benzoic acid,4-(aminosulfonyl)- are: (1)ACD/LogP: 0.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.38; (4)ACD/LogD (pH 7.4): -2.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 72.06 Å2; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 45.46 cm3; (15)Molar Volume: 130.9 cm3; (16)Polarizability: 18.02×10-24cm3; (17)Surface Tension: 66.2 dyne/cm; (18)Density: 1.536 g/cm3; (19)Flash Point: 225.4 °C; (20)Enthalpy of Vaporization: 74.57 kJ/mol; (21)Boiling Point: 449 °C at 760 mmHg; (22)Vapour Pressure: 7.56E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-chlorosulfonyl-benzoic acid at the temperature of -5 °C. This reaction will need reagent ammonia and solvent methanol. The yield is about 53%.

Benzoic acid,4-(aminosulfonyl)- can be prepared by 4-chlorosulfonyl-benzoic acid at the temperature of -5 °C

Uses of Benzoic acid,4-(aminosulfonyl)-: it can be used to produce 4-sulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester. It will need reagent dicyclohexylcarbodiimide and solvent dimethylformamide. The yield is about 80%.

Benzoic acid,4-(aminosulfonyl)- can be used to produce 4-sulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. You should not breathe dust. When using it, you must avoid contact with eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(N)c1ccc(C(=O)O)cc1
(2)Std. InChI: InChI=1S/C7H7NO4S/c8-13(11,12)6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)(H2,8,11,12)
(3)Std. InChIKey: UCAGLBKTLXCODC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 8, Pg. 548, 1965.
rat LD50 intraperitoneal 350mg/kg (350mg/kg)   Pharmazie. Vol. 38, Pg. 102, 1983.

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