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디아졸리디닐 요소

Diazolidinylurea

HCID 62277
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
78491-02-8
표준 SMILES
O=C1C(N(CO)C(=O)NCO)N(CO)C(=O)N1CO
InChIKey
SOROIESOUPGGFO-UHFFFAOYSA-N
분자식
C8H14N4O7
평균 분자량
278.22 g/mol
단동위원소 질량
278.0862488

개요

Diazolidinylurea is an imidazolidine-2,4-dione.

이름 및 식별자

우선 이름
Diazolidinylurea
IUPAC
1-[1,3-bis(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1,3-bis(hydroxymethyl)urea
현지명
디아졸리디닐 요소
영어명
Diazolidinyl Urea
분자식
C8H14N4O7
분자량
278.22

이름 및 동의어

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
이름 더 보기
디아졸리디닐요소디아졸리디닐요소(DIAZOLIDINYLUREA)디아졸리디닐우레아다이아졸리디닐우레아GermallLiquid 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

데이터베이스 식별자

물성

구조 계산 물성

XLogP
-2.5
극성 표면적
154 Ų
수소 결합 공여자 수
5
수소 결합 수용자 수
7
회전 가능 결합 수
5
무거운 원자 수
19
형식 전하
0
복잡도
376

실험 및 물리화학적 성질

Chemical ClassesOther Uses -> Preservatives
Cosmetics · 2건

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]

물리화학적 성질

끓는 점
421.04 °C · 421.04°C (rough estimate)
밀도
1.4734 · 1.4734 (rough estimate)
증기압
0 Pa · 0Pa at 20℃
굴절률
1.659 · 1.6590 (estimate)
저장 조건
2 · 2-8°C
용해도
물(약간 용해됨)
물리적 상태
고체
산도 계수 (pKa)
11.22 · 11.22±0.46(Predicted)
색상
흰색에서 황백색까지

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

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

유해성 정보

Regulatory Information · 4건

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 · 2건

Skin Sens. 1 (48.5%)

Eye irritation - category 2A

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

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 · 6건

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

용도 및 제조

Uses · 4건

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:

관련 반응

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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
CAS
78491-02-8
PubChem CID
62277
DTXSID
DTXSID0029559
ChEMBL
CHEMBL3187032
ChEBI
CHEBI:136014
UNII
N9VX1IBW6K
EC Number
278-928-2
Nikkaji
J319.774C
수용성
1000 g/L · 1000g/L at 20℃
Merck
14 · 14,3000
안정성
안정적인. 강한 산화제와 호환되지 않습니다.
화장품 원료 기능
항균 방부제
InChI
1S/C8H14N4O7/c13-1-9-7(18)10(2-14)5-6(17)12(4-16)8(19)11(5)3-15/h5,13-16H,1-4H2,(H,9,18)
InChIKey
SOROIESOUPGGFO-UHFFFAOYSA-N
SMILES
OCNC(=O)N(CO)C1N(CO)C(=O)N(CO)C1=O
LogP
0.9 at · 0.9 at 20℃
EPA
Diazolidinylurea (78491-02-8)

화학적 성질

white powder

독성 정보

Health EffectsDiazolidinyl urea releases formaldehyde, a known human carcinogen. (L962, L1895)
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesOral (L962) ; inhalation (L962) ; dermal (L962)
Toxicity Summary · 3건

On the basis of the animal and clinical data presented in this report, the CIR Expert Panel concludes that Diazolidinyl Urea is safe as a cosmetic ingredient up to a maximum concentration of 0.5 percent. Note: In 2006, the CIR Expert Panel considered available new data on this ingredient and confirmed the above conclusion.

Safe for use in cosmetics, with qualifications

Diazolidinyl urea is a formaldehyde releaser. It is likely that formaldehyde toxicity occurs when intracellular levels saturate formaldehyde dehydrogenase activity, allowing the unmetabolized intact molecule to exert its effects. Formaldehyde is known to form cross links between protein and DNA and undergo metabolic incorporation into macromolecules (DNA, RNA, and proteins). (L962, L1895)

Signs and SymptomsSome people have a contact allergy to diazolidinyl urea, causing dermatitis. (L1895)
Carcinogen Classification1, carcinogenic to humans (for formaldehyde). (L135)

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
YS2717000
독성
LD50 orally in rats: 2.57 g/kg; dermally in rabbits: >2.0 g/kg (Berke, Rosen)
HS 번호
29339900
risk_code
43
hazard_code
Xi
safety_code
36/37
기존화학 물질
KE-03215
Use Classification
Cosmetics -> Preservative
General Manufacturing InformationUrea, N-[1,3-bis(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]-N,N'-bis(hydroxymethyl)-: ACTIVE
응용 분야 · 2건

개요Diazolidinyl urea was first introduced in 1982 (Sutton Labs, Chatham, New Jersey). It is a colorless, odorless, stable, and water-soluble preservative. It is reported to have a wider antimicrobial spectrum than imidazolidinyl urea, which is structurally related. It is effective against gram-negative and gram-positive bacteria, molds, and yeast but has limited activity against fungi. Diazolidinyl urea, a formaldehyde re1easer, is mainly contained in cosmetics and toiletries, and can be found in barrier creams.

용도diazolidinyl urea is an antiseptic and deodorizer. It is also a broadspectrum preservative against bacteria and fungi. generally, it is used in concentrations of 0.03 to 0.3 percent. It has been found that diazolidinyl urea is a stronger sensitizer than imidazolidinyl urea for people sensitive or allergic to formaldehyde.

공급사100 곳

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