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Details

Stereochemistry MIXED
Molecular Formula C11H16N8O8
Molecular Weight 388.294
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIDUREA

SMILES

C(N=C(NC1C(=NC(=O)N1CO)O)O)N=C(NC2C(=NC(=O)N2CO)O)O

InChI

InChIKey=ZCTXEAQXZGPWFG-UHFFFAOYSA-N
InChI=1S/C11H16N8O8/c20-2-18-4(6(22)16-10(18)26)14-8(24)12-1-13-9(25)15-5-7(23)17-11(27)19(5)3-21/h4-5,20-21H,1-3H2,(H2,12,14,24)(H2,13,15,25)(H,16,22,26)(H,17,23,27)

HIDE SMILES / InChI

Description
Curator's Comment:: Description was created based on several sources, including http://www.excipientsguide.com/excipient_details.aspx?Id=51 and http://www.accessdata.fda.gov/drugsatfda_docs/label/2009/019927s028lbl.pdf

Imidurea (Imidazolidinyl urea) is used as an antimicrobial agent and preservative in cosmetics and toiletries. It is very active against gram+ and gram- bacteria as a synergist in combination with parabens. Imidazolidinyl urea is more active against bacteria than fungi and is often combined with parabens to provide a broad spectrum preservative system. This preservative is one of the most widely used preservative systems in the world. The Food and Drug Administration (FDA) considers imidazolidinyl urea as one of the most common antimicrobial agents used in cosmetics. Due to its high water solubility, imidazolidinyl urea can be incorporated into almost all water-based cosmetics, toiletries, and cold mix formulations. It is present in a wide range of liquid and powder products such as baby lotion, skin cream, sunscreens, shampoos, eyeliners, blush, perfumes, deodorants, hair dyes, shaving cream, and face masks. Imidazolidinyl urea is permitted for use in personal care products in the European Union at a maximum concentration of 0.6%. In Japan, imidazolidinyl urea is allowed in rinse-off cosmetics such as shampoo, body wash, and facial cleanser at a maximum concentration of 0.3%. Imidurea is an ingredient of FDA-approved NIZORAL® (ketoconazole) 2% Shampoo, indicated for the treatment of tinea (pityriasis) versicolor caused by or presumed to be caused by Pityrosporum orbiculare (also known as Malassezia furfur or M. orbiculare).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Pseudomonas aeruginosa growth
Target ID: Staphylococcus aureus growth
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Nizoral® (ketoconazole) 2% Shampoo

Approved Use

NIZORAL® (ketoconazole) 2% Shampoo is indicated for the treatment of tinea (pityriasis) versicolor caused by or presumed to be caused by Pityrosporum orbiculare (also known as Malassezia furfur or M. orbiculare).

Launch Date

651974400000
PubMed

PubMed

TitleDatePubMed
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations].
2004 May
Use of IL-8 release and p38 MAPK activation in THP-1 cells to identify allergens and to assess their potency in vitro.
2010 Sep
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment:: Imidurea is an ingredient of NIZORAL® (ketoconazole) 2% Shampoo
Apply the shampoo to the damp skin of the affected area and a wide margin surrounding this area. Lather, leave in place for 5 minutes, and then rinse off with water. One application of the shampoo should be sufficient.
Route of Administration: Topical
In Vitro Use Guide
30 ug/ml of Imidurea increased IL8 release and CD86 expression in THP-1 cells
Name Type Language
IMIDUREA
II   MART.   MI   USP-RS   VANDF  
Common Name English
IMIDUREA [VANDF]
Common Name English
1,1'-METHYLENEBIS(3-(3-(HYDROXYMETHYL)-2,5-DIOXO-4-IMIDAZOLIDINYL)UREA
Common Name English
IMIDAZOLIDINYL UREA
INCI   VANDF  
INCI  
Official Name English
IMIDAZOLIDINYL UREA [INCI]
Common Name English
IMIDUREA [USP-RS]
Common Name English
IMIDUREA [MI]
Common Name English
IMIDUREA [MART.]
Common Name English
IMIDAZOLIDINYL UREA [VANDF]
Common Name English
IMIDUREA [II]
Common Name English
N,N''-METHYLENEBIS(N'-(3-(HYDROXYMETHYL)-2,5-DIOXO-4-IMIDAZOLIDINYL)UREA)
Systematic Name English
Classification Tree Code System Code
NDF-RT N0000185508
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C45678
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
CONCEPT Industrial Aid
EVMPD
SUB23453
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
DRUG BANK
DB14075
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
CAS
39236-46-9
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
RXCUI
1368885
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY RxNorm
ChEMBL
CHEMBL65433
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
FDA UNII
M629807ATL
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
USP_CATALOG
1336806
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY USP-RS
NCI_THESAURUS
C65895
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY Increased Histamine Release [PE]
WIKIPEDIA
IMIDAZOLIDINYL UREA
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
MERCK INDEX
M6227
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY Merck Index
NDF-RT
N0000171131
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY Allergens [Chemical/Ingredient]
MESH
C006048
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
ECHA (EC/EINECS)
254-372-6
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
NDF-RT
N0000184306
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY Cell-mediated Immunity [PE]
PUBCHEM
38258
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY
EPA CompTox
39236-46-9
Created by admin on Fri Jun 25 22:59:22 UTC 2021 , Edited by admin on Fri Jun 25 22:59:22 UTC 2021
PRIMARY