SULFANILAMIDE

PRODUCT IDENTIFICATION
CAS NO.

63-74-1

SULFANILAMIDE
EINECS NO. 200-563-4
FORMULA

C6H8N2O2S
MOL WT.

172.20

H.S. CODE

 2935.00

TOXICITY

 Oral rat LD50: 3900 mg/kg.
SYNONYMS

4-Aminobenzenesulfonamide; sulfocidine; Sulfonamide;

p-Aminophenylsulfonamide; p-Anilinesulfonamide; p-Sulfamidoaniline; Aminobenzenesulfonamide;

SMILES

 

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE White to brown crystalline powder
MELTING POINT 164 - 167 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER 5 g/l at 25 C
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

  
FLASH POINT  
STABILITY

Stable under ordinary conditions

GENERAL DESCRIPTION AND APPLICATIONS

Sulfonamide is an organic sulfur compounds containing the radical -SO2NH2 (the amides of sulfonic acids). Its molecular structure is similar to p-Aminobenzoic acid (PABA) which is needed in bacteria organisms as a substrate of the enzyme dihydropteroate synthetase for the synthesis of tetrahydrofolic acid (THF). Sulfonamides, derived from chiefly sulfanilamide, are capable of interfering with the metabolic processes in bacteria that require PABA. They act as antimicrobial agents by inhibiting bacterial growth and activity and called sulfa drugs. They are used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout. Sulfa drug includes;

  • Topical sulfonamides: sulfacetamide; silver sulfadiazine; mafenide; 
  • Rapidly absorbed and eliminated sulfonamides: sulfisoxazole diolamine; sulfadiazine; sulfamethoxazole;
  • Hydrophylic sulfonamides: phtalylsulfacetamide; phtalylsulfathiazole; sulfasalazine; sulfaguanidine;
  • Long lasting sulfonamides: sulfadoxine; 
  • Others: sulfamazole; sulfamazone; sulfametopirazine; sulfametoxypiridazine; sulfametrol; succinylsulfathiazole; 
Amide is a group of organic chemicals with the general formula RCO-NH2 in which a carbon atom is attached to oxygen in double bond and also attached to an hydroxyl group, where 'R' groups range from hydrogen to various linear and ring structures or a compound with a metal replacing hydrogen in ammonia such as sodium amide, NaNH2. Amides are divided into subclasses according to the number of substituents on nitrogen. The primary amide is formed from by replacement of the carboxylic hydroxyl group by the NH2, amino group. An example is acetamide (acetic acid + amide). Amide is obtained by reaction of an acid chloride, acid anhydride, or ester with an amine. Amides are named with adding '-ic acid' or '-oic acid' from the name of the parent carboxylic acid and replacing it with the suffix 'amide'. Amide can be formed from ammonia (NH3). The secondary and tertiary amides are the compounds which one or both hydrogens in primary amides are replaced by other groups. The names of secondary and tertiary amides are denoted by the replaced groups with the prefix capital N (meaning nitrogen) prior to the names of parent amides. Low molecular weight amides are soluble in water due to the formation of hydrogen bonds. primary amides have higher melting and boiling points than secondary and tertiary amides. Anilide is an amide derived from aniline by substitution of an acyl group for the hydrogen of NH2. Acetanilide is from acetic acid and aniline. Acetanilide is an odourless, white flake solid or crystalline powder (pure form); soluble in hot water alcohol, ether, chloroform, acetone, glycerol, and benzene;; melting point 114 C and boiling point 304 C; can undergo self-ignite at 545 C, but is otherwise stable under most conditions. Acetanilide which can be obtained by acetylation of aniline undergoes nitration at low temperature and yields highly the para-nitro products. Acetyl group can then be removed by acid-catalyzed hydrolysis to yield para-nitroaniline. Although the activating affection of the amino group can be reduced, the acetyl derivative remains an ortho/para-orientation and activating substituent. Examples of aromatic anilide are benzanilide, C6H5NHCOC6H5 or Carbanilide (N,N'-diphenylcarbamide). Some structural amides are;
  • Acetamides
  • Acrylamides
  • Anilides
  • Benzamides
  • Naphthylamides
  • Formamides
  • Lactams
  • Salicylamides
  • Sulfonamides
  • Thioamides
  • Fatty amides

An amide is hydrolyzed to yield an amine and a carboxylic acid under strong acidic conditions. The reverse of this process resulting in the loss of water to link amino acids is wide in nature to form proteins, the principal constituents of the protoplasm of all cells. Sulfonamides are analogs of amides in which the atom attached to oxygen in double bond is sulfur rather than carbon. Polyamide is a polymer containing repeated amide groups such as various kinds of nylon and polyacrylamides.
SALES SPECIFICATION (BP/USP)

APPEARANCE

 White to yellowish crystalline powder

IDENTITY

pass

ASSAY

98.0% min
MELTING POINT

162 - 167 C
LOSS ON DRYING

0.5% max
TRANSPORTATION
PACKING 25kgs in fiber drum
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-36