Diazolidinylurea
Basic information
- CAS
78491-02-8- Standard SMILES
O=C1C(N(CO)C(=O)NCO)N(CO)C(=O)N1CO- InChIKey
SOROIESOUPGGFO-UHFFFAOYSA-N- Molecular formula
- C8H14N4O7
- Average molar mass
- 278.22 g/mol
- Monoisotopic mass
- 278.0862488
Overview
Diazolidinylurea is an imidazolidine-2,4-dione.
Names & identifiers
- Preferred name
- Diazolidinylurea
- IUPAC
- 1-[1,3-bis(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1,3-bis(hydroxymethyl)urea
- English name
- Diazolidinyl Urea
- Molecular formula
- C8H14N4O7
- Molecular weight
- 278.22
Names & synonyms
DIAZOLIDINYL UREA78491-02-8DiazolidinylureaGermall 11Imidazolidinyl urea 11N,N'-Bis(hydroxymethyl) ureaDTXSID0029559N9VX1IBW6KGERMABEN II-EH5RIZ3MPW4DTXCID0095595-(1,3-bis(hydroxymethyl)ureido)-1,3-bis(hydroxymethyl)imidazol-2,5(3H,5H)dione
Show more names
GermallLiquid Germal PlusJM-Bhyl)-germall11Germall ⅡGERMALL AGerMall IS-45MicrocideIvtmDiazoalkylurea
Urea, N-(1,3-bis(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl)-N,N'-bis(hydroxymethyl)-RefChem:5863531-(1,3-Bis(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl)-1,3-bis(hydroxymethyl)ureaGermall II1-[1,3-bis(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1,3-bis(hydroxymethyl)ureaMFCD03547942Diazoimidazolium ureaN-(1,3-Bis(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl)-N,N'-bis(hydroxymethyl)urea
Database identifiers
- CAS
78491-02-8- PubChem CID
- 62277
- DTXSID
DTXSID0029559- ChEMBL
CHEMBL3187032- ChEBI
CHEBI:136014- UNII
- N9VX1IBW6K
- EC Number
- 278-928-2
- Nikkaji
- J319.774C
Properties
Computed structural properties
- XLogP
- -2.5
- Topological polar surface area
- 154 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 376
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Preservatives
Cosmetics
Cosmetic ingredients (Diazolidinyl Urea) -> CIR (Cosmetic Ingredient Review)
Preservative
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionLiquid
Collision Cross Section162.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID0029559]
Physicochemical properties
- Boiling point
- 421.04 °C · 421.04°C (rough estimate)
- Density
- 1.4734 · 1.4734 (rough estimate)
- vapor pressure
- 0 Pa · 0Pa at 20℃
- refractive index
- 1.659 · 1.6590 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1% (11 of 1123) of reports.
Warning
H317 (48.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1123 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Urea, N-[1,3-bis(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]-N,N'-bis(hydroxymethyl)-
Urea, N-[1,3-bis(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]-N,N'-bis(hydroxymethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N-[1,3-bis(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]-N,N'-bis(hydroxymethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 1-[1,3-bis(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1,3-bis(hydroxymethyl)urea (EC: 278-928-2)
Diazolidinyl urea: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Formaldehyde donors: Human health tier II assessment
Hazards SummaryA formaldehyde releaser used in cosmetics; It can cause allergic contact dermatitis; Rinse off products in general will have a low risk of causing allergic contact dermatitis. [Kanerva, p. 398-404]
Hazard Classes and Categories
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Formaldehyde may be absorbed following inhalation, oral, or dermal exposure. It is an essential metabolic intermediate in all cells and is produced during the normal metabolism of serine, glycine, methionine, and choline and also by the demethylation of N-, S-, and O-methyl compounds. Exogenous formaldehyde is metabolized to formate by the enzyme formaldehyde dehydrogenase at the initial site of contact. After oxidation of formaldehyde to formate, the carbon atom is further oxidized to carbon dioxide or incorporated into purines, thymidine, and amino acids via tetrahydrofolatedependent one-carbon biosynthetic pathways. Formaldehyde is not stored in the body and is excreted in the urine (primarily as formic acid), incorporated into other cellular molecules, or exhaled as carbon dioxide. (L962)
FDA Pharmacological Classification
H5RIZ3MPW4
DIAZOLIDINYL UREA
Established Pharmacologic Class [EPC] - Standardized Chemical Allergen
Physiologic Effects [PE] - Increased Histamine Release
Physiologic Effects [PE] - Cell-mediated Immunity
Chemical Structure [CS] - Allergens
Uses & manufacturing
Uses
CIR ingredient: Diazolidinyl Urea
Used as a formaldehyde-releasing preservative in cosmetics and barrier creams; [Kanerva, p. 1779]
Using Disinfectants or Biocides [Category: Clean]
Diazolidinyl urea is an antimicrobial preservative used in many cosmetics, skin care products, shampoos and conditioners, as well as a wide range of products including bubble baths, baby wipes and household detergents. Diazolidinyl urea is found in the commercially available preservative Germaben. (L1895)
U.S. Production2023: 250,000 - <550,000 lb
Household ProductsInformation on 122 consumer products that contain Diazolidinylurea in the following categories is provided:
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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