39236-46-9 Usage
Chemical Properties
Imidazolidinyl urea is a stable white, free-flowing odorless powder with a mild odour. It does not absorb ultraviolet light, and decomposes at temperatures above 160°C (Sheppard and Wilson, 1974). In aqueous solution the pH is close to neutrality. It is mainly contained in cosmetics and liquid soaps.
Uses
imidazolidinyl urea is one of the most commonly used anti-bacterial preservatives given its low sensitizing potential. In 2010, it was the tenth most frequently used preservative in the united States (parabens ranged from first to sixth place). generally, imidazolidinyl urea is not used alone but as a copreservative with parabens for broad-spectrum activity. Although it may yield low levels of formaldehyde when subjected to destructive methods-such as exposure to high temperatures-under normal use conditions, there is no detection of free formaldehyde release. of all the formaldehydereleasing preservatives, imidazolidinyl urea is the one least likely to cause skin sensitization and allergic reactions.
Production Methods
Imidurea is produced by the condensation of allantoin with
formaldehyde.
Definition
ChEBI: Imidazolidinyl urea is a member of ureas. It has a role as an antimicrobial agent. It is an antimicrobial preservative used in cosmetics. It acts as a formaldehyde releaser.
General Description
Imidazolidinyl Urea is a non-aromatic, polar, hydrophilic antimicrobial compound. It is used as a preservative in a variety of applications, most notably in personal care products and cosmetics. It is effective against a broad spectrum of bacteria, fungi and yeast. It is used as a preservative in cosmetics, shampoos, deodorants, body lotions, and in some therapeutic topical ointments and creams.
Flammability and Explosibility
Nonflammable
Pharmaceutical Applications
N,N-methylenebis N'-1-(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl urea is a broad-spectrum antimicrobial preservative used in cosmetics and topical pharmaceutical formulations; typical concentrations used are 0.03–0.5% w/w. It is effective between pH 3–9 and is reported to have synergistic effects when used with parabens.
Contact allergens
Imidazolidinyl urea, a formaldehyde releaser related to
diazolidinyl urea (see above), is used as an antimicrobial
agent very active against Gram-positive and Gram-negative
bacteria, used as a synergist in combination with para-
bens. It is used as a preservative in aqueous products,
mainly in cosmetics, toiletries, and liquid soaps.
Safety
Imidurea is widely used in cosmetics and topical pharmaceutical
formulations, and is generally regarded as a nontoxic and
nonirritant material. However, there have been some reports of
contact dermatitis associated with imidurea, although these are
relatively few considering its widespread use in cosmetics.
Although imidurea releases formaldehyde, it does not appear to
be associated with cross-sensitization with formaldehyde or other
formaldehyde-releasing compounds.
LD50 (mouse, oral): 7.2 g/kg
LD50 (rabbit, skin): > 8 g/kg
LD50 (rat, oral): 11.3 g/kg
storage
Imidurea is hygroscopic and should be stored in a well-closed
container in a cool, dry place.
Incompatibilities
N,N-methylenebis N'-1-(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl urea is incompatible with strong oxidants. It is compatible with other preservatives including sorbic acid and quaternary ammonium compounds. It is also compatible with other pharmaceutical and cosmetic excipients including proteins, nonionic surfactants, and lecithin.
Regulatory Status
Included in the FDA Inactive Ingredients Database (topical
preparations). Accepted for use in cosmetics in Europe and the
USA. Included in the Canadian List of Acceptable Non-medicinal
Ingredients.
Check Digit Verification of cas no
The CAS Registry Mumber 39236-46-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,2,3 and 6 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 39236-46:
(7*3)+(6*9)+(5*2)+(4*3)+(3*6)+(2*4)+(1*6)=129
129 % 10 = 9
So 39236-46-9 is a valid CAS Registry Number.
39236-46-9Relevant articles and documents
Preparation method of N,N'-methylene bis (N'-3-hydroxymethyl-2, 5-dioxo-4-imidazolyl) urea
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Paragraph 0016-0030, (2017/02/24)
The invention discloses a preparation method of N,N'-methylene bis(N'-3-hydroxymethyl-2, 5-dioxo-4-imidazolyl) urea. The method comprises the following steps: weighing allantoin and formaldehyde according to a molar ratio of 1: (1 to 1.2), adding sodium hydroxide as a catalyst, carrying out stirring reflux for 4-8h at the temperature of 70-74 DEG C, using an acetic acid solution to adjust the pH to be neutral, and carrying out reduced pressure distillation to enable water to be steamed out; after reduced pressure dehydration is carried out on the material, adding the material into ethanol while stirring, separating out crystal, filtering, and washing with deionized water; sequentially putting the washed solid into heat pump drying ovens for dehumidification drying and vacuum drying to obtain the product. The preparation method combines heat pump drying and vacuum drying, and the heat pump drying has functions of drying and dehumidifying, so that the energy consumption is less, the time of the vacuum drying is shortened, the drying temperature is low, and the drying time is short; the preparation method has the advantages of improving the quality of the product, reducing energy consumption and lowering production cost.
Mild, rinse-off antimicrobial liquid cleansing compositions containing salicyclic acid
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, (2008/06/13)
The present invention relates to a rinse-off antimicrobial cleansing composition comprising from about 0.1% to about 5.0%, by weight of the cleansing composition, of an antimicrobial active; from about 6% to about 16%, by weight of the cleansing composition, of an anionic surfactant, wherein at least about 67% of the anionic surfactant is selected from the group consisting of Class A surfactants, Class C surfactants, and mixtures thereof, wherein the ratio of Class A surfactant to Class C is from about 100:0 to about 1.5:1; from about 2% to about 4%, by weight of the cleansing composition, of a proton donating agent having a Biological Activity Index, Z, of greater than about 0.75, wherein the proton donating agent is such that the composition is essentially free of C4-C20 alkyl fatty acid, and wherein from about 0.15% to about 2%, by weight of the cleansing composition, of the proton donating agent is salicylic acid; a mildness enhancing agent selected from the group consisting of from about 20% to about 70%, by weight of the anionic surfactant, of a mildness enhancing cosurfactant; from about 0.1% to about 1.0%, by weight of the cleansing composition, of a mildness enhancing polymer; and mixtures thereof, and from about 35% to about 95.75%, by weight of the cleansing composition, of water; wherein the composition is adjusted to a pH of greater than about 3 and less than about 6. The invention also encompasses methods for cleansing skin and providing residual effectiveness versus Gram negative bacteria using these products.