Allantoin

The Allantoin, with the CAS registry number 97-59-6, is also known as 1-(2,5-Dioxo-4-imidazolidinyl)urea. It belongs to the product categories of Substrates; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals. Its EINECS registry number is 202-592-8. This chemical's molecular formula is C₄H₆N₄O₃ and molecular weight is 158.12. What's more, its IUPAC name is called (2,5-Dioxoimidazolidin-4-yl)urea. It should be stored in a cool, dry and well-ventilated place. In fish, Allantoin is broken down further (into ammonia) before excretion. It is a major metabolic intermediate in many other organisms including plants and bacteria. It is frequently present in toothpaste, mouthwash, and other oral hygiene products, in shampoos, lipsticks, anti-acne products, sun care products, and clarifying lotions, various cosmetic lotions and creams, and other cosmetic and pharmaceutical products.

Physical properties about Allantoin are: (1)ACD/LogP: -1.523; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.52; (4)ACD/LogD (pH 7.4): -1.62; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 3.53; (8)ACD/KOC (pH 7.4): 2.81; (9)#H bond acceptors: 7; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 113.32 Å²; (13)Index of Refraction: 1.616; (14)Molar Refractivity: 33.422 cm³; (15)Molar Volume: 95.701 cm³; (16)Polarizability: 13.25×10^-24cm³; (17)Surface Tension: 82.625 dyne/cm; (18)Density: 1.652 g/cm³.

Preparation of Allantoin: this chemical can be prepared by 7,9-dihydro-3H-purine-2,6,8-trione. This reaction needs reagents I₂, LiOH and solvent H₂O at temperature of 4 °C. The yield is 70 %.

Uses of Allantoin: it is used to produce other chemicals. For example, it can react with 1-(3-iodo-propyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione to get {1-[3-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-purin-1-yl)-propyl]-2,5-dioxo-imidazolidin-4-yl}-urea. The reaction occurs with reagent NaOMe and other condition of heating for 1.5 hours. The yield is 40 %.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. It has serious damage to eyes. If swallowed, it's harmful to health. Therefore, you should wear suitable protective clothing. The gas can not be breathed and you should avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: C1(C(=O)NC(=O)N1)NC(=O)N
(2) InChI: InChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)
(3) InChIKey: POJWUDADGALRAB-UHFFFAOYSA-N