ALLANTOIN

PRODUCT IDENTIFICATION

CAS NO. 97-59-6

ALLANTOIN

EINECS NO. 202-592-8
FORMULA C4H6N4O3
MOL WT. 158.12

H.S. CODE

 

TOXICITY

 
SYNONYMS 5-Ureidohydantoin; Glyoxyldiureide; Alantan; Alloxantin;
Ureidohydantoin; Hemocane; Paxyl; Allantol; Cordianine; Glyoxyldiureid; Hydantoin, 5-ureido-; 2,5-Dioxo-4-imidazolidinyl-urea;
DERIVATION

Oxidation of Uric acid

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white powder
MELTING POINT 230 C
BOILING POINT  
SPECIFIC GRAVITY

 

SOLUBILITY IN WATER

0.5% at 25 C (freely disolve in alkalis)

pH 4 - 6 (0.5% Sol.)
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS  

REFRACTIVE INDEX

 
FLASH POINT

 

STABILITY

Stable under ordinary conditions

GENERAL DESCRIPTION & APPLICATIONS

Allantoin, the diureide of glyoxylic acid, is a crystallizable oxidation product of uric acid found in allantoic and amniotic fluids, in fetal urine and in many plants. (Ureide is a compound derived from urea and contains acid radicles. Those from one molecule of urea, as alloxan, are monoureides; those derived from two, as uric acid, are diureides). Allantoin is an urinary excretion product of purine metabolism in most mammals but not in higher apes including humans. It is produced synthetically by the oxidation of uric acid. Allantoin is active in skin-softening (keratolytic effect) and rapid cell regeneration by precipitating proteins on skin. It is used as an abrasive and astringent agent in the end products include cosmetic lotions, creams, suntan products, scalp preparations, shampoos , lipsticks and and various aerosol preparations. It is used in topical pharmaceutical preparations. Allantoin has been used in various oral hygeine preparations such as toothpaste and mouthwash as well as in  eye drops to treat watering eyes and in ear drops to clean the ear canal. Alloxan is an oxidized product of uric acid by nitric acid. When administered to experimental animals, it produces selective destruction of the beta cells of the pancreas, causing hyperglycemia and ketoacidosis. Alloxan, a strong oxidizing agent, and its reduced product dialuric acid  form alloxantin (a hemiacetal) which is used as a raw material to produce ammonium purpurate dye, murexide (C8H5N5O6·NH3) with heating at 100 C in ammonia gas. Murexide is used as a complexometric titration indicator and as a colorimetric reagent for measurement of calcium and rare earth metals.

Product

CAS RN.

Alloxan 50-71-5
Alloxantin 76-24-4
Violuric acid 87-39-8
Alloxanic acid 470-44-0

Violuric acid monosodium salt

825-29-6

Alloxan monohydrate 2244-11-3
Oxypurinol 2465-59-0
1,3-Dimethylalloxan 2757-85-9
2,4,5,6(1H,3H)-Pyrimidinetetrone hydrate 3237-50-1
Alloxanthin 28380-31-6
5-((4-Methoxy-2-nitrophenyl)hydrazone) alloxan 31353-87-4
1-Phenylvioluric acid 82628-28-2
SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY

98.0 - 102%

MELTING POINT

255 C min

HEAVY METALS 10ppm max

IRON

10ppm max

ARSENIC

3ppm max

UREA

0.5% max

GLYOXYLIC ACID

0.5% max

SULFATED ASH

0.1% max

LOSS ON DRYING 0.1% max
TRANSPORTATION
PACKING
25kgs in fiber drum
HAZARD CLASS  
UN NO.  
GENERAL INFORMATION OF GLYOXYLIC ACID
Glyoxylic acid is the smallest alpha-keto acid which has a ketone group on the carbon atom next to the acid group. If the ketone group is on the second carbon next to the acid group, it is called beta-keto acid. Glyoxylic acid has dual functional compound with both carboxylic acid and aldehyde. One more example of small mole weight alpha-keto acid is pyruvic acid which has methyl branch. Glyoxylic acid is present in the body as the primary precursor of oxalic acid and as an intermediate in the conversion of glycolic acid to glycine. The metabolic pathway to convert fat to carbohydrateby in certain microorganisms and plants is called glyoxylate cycle. Glyoxylates, any salt, anion, or ester of glyoxylic acid, are important in biochemical research.

Pure glyoxylic acid is a liquid with melting point of -93 C and boiling Point of 111 C. Glyoxylic acid is formed in commerce by oxidation reaction of glycolic acid or by ozonolysis (oxidaton) and reduction of maleic acid. Ozonolysis which uses ozone is to cleave the alkene bonds. An example of ozonolysis in commerce is the production of odd carbon number carboxylic acids such as azelaic acid and pelargonic acid and simple carboxylic acids such as formic acid and oxalic acid.

Allantoin, active in skin-softening (keratolytic effect) and rapid cell regeneration by precipitating proteins on skin is the diureide of glyoxylic acid. In industrial field, it is used as a basic chemical for the synthesis of other chemical products of acids, esters, cyclic compounds. Applications filed includes aroma compounds, agrochemicals, pharmaceuticals, and polymers.