Tetramethylurea

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H12N2O
Molecular Weight	116.1616
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)C(=O)N(C)C

InChI

InChIKey=AVQQQNCBBIEMEU-UHFFFAOYSA-N

InChI=1S/C5H12N2O/c1-6(2)5(8)7(3)4/h1-4H3

HIDE SMILES / InChI

Molecular Formula	C5H12N2O
Molecular Weight	116.1616
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Bis(1,3-dimethyl-1,3-diazinan-2-one)dinitratodioxidouranium(VI).	2010-12-04	21522544
Influence of concentration and temperature on the dynamics of water in the hydrophobic hydration shell of tetramethylurea.	2010-11-10	20949942
The hydrogen bond network structure within the hydration shell around simple osmolytes: urea, tetramethylurea, and trimethylamine-N-oxide, investigated using both a fixed charge and a polarizable water model.	2010-07-21	20649360
Effects of urea, tetramethyl urea, and trimethylamine N-oxide on aqueous solution structure and solvation of protein backbones: a molecular dynamics simulation study.	2010-01-14	19928871
[Investigation of hydrophobic effect on the hydrogen-bond formation of 1,1,3,3-tetramethylurea by Raman methods].	2010-01	20302091
Suppression of proton mobility by hydrophobic hydration.	2009-12-02	19929017
Hydrophobic solvation: a 2D IR spectroscopic inquest.	2009-09-15	19681584
Investigating the hydrogen-bonding model of urea denaturation.	2009-07-08	19527028
[Solvent effects on raman spectroscopy of 1, 1,3, 3-tetramethylurea in organic solvents].	2009-05	19650475
Destabilization of the hydrogen-bond structure of water by the osmolyte trimethylamine N-oxide.	2009-04-02	19425246
Small-angle neutron scattering and volumetric studies of dilute solutions of N,N'-dimethylpropyleneurea in heavy water.	2009-03-12	19090683
Thermal signature of hydrophobic hydration dynamics.	2008-08-06	18624406
Strong slowing down of water reorientation in mixtures of water and tetramethylurea.	2008-03-20	18275169
First synthesis of tepidopterin [2'-O-(2-acetamido-2-deoxy-beta-d-glucopyranosyl)-L-threo-biopterin].	2007-11-05	17631283
Observation of immobilized water molecules around hydrophobic groups.	2007-10-05	17930728
Performance evaluation of elemental analysis/isotope ratio mass spectrometry methods for the determination of the D/H ratio in tetramethylurea and other compounds--results of a laboratory inter-comparison.	2007	17428013
Solvent-induced lysozyme gels: effects of system composition and temperature on structural and dynamic characteristics.	2006-12-05	16802304
The adhesion of Pseudomonas aeruginosa to high molecular weight human tear film species corresponds to glycoproteins reactive with Sambucus nigra lectin.	2006-11	16844114
The atmospheric pressure Meerwein reaction.	2006-04	16498596
Ion/molecule reactions in a miniature RIT mass spectrometer.	2005-11	16255061
Structural modifications of aqueous ionic micelles in the presence of denaturants as studied by DLS and viscometry.	2005-10-11	16207020
JTT-130, a microsomal triglyceride transfer protein (MTP) inhibitor lowers plasma triglycerides and LDL cholesterol concentrations without increasing hepatic triglycerides in guinea pigs.	2005-09-27	16188040
Solvent-induced lysozyme gels: rheology, fractal analysis, and sol-gel kinetics.	2005-09-15	15935361
The first total synthesis of the peptaibol hypomurocin A1 and its conformation analysis: an application of the 'azirine/oxazolone method'.	2005-09	17193196
The burden borne by urease.	2005-08-10	16076178
Reactivity of a (mu-oxo)(mu-hydroxo)diiron(III) diamond core with water, urea, substituted ureas, and acetamide.	2004-11-01	15500359
Characterization of metal ions in coordinating solvent mixtures by means of Raman spectroscopy.	2004-03	15068281
Ionic transacetalization with acylium ions: a class-selective and structurally diagnostic reaction for cyclic acetals performed under unique electrospray and atmospheric pressure chemical ionization in-source ion-molecule reaction conditions.	2003-09-01	14632085
Volatile metabolites of higher plant crops as a photosynthesizing life support system component under temperature stress at different light intensities.	2003	14503518
Lysozyme viscoelastic matrices in tetramethylurea/water media: a small angle X-ray scattering study.	2002-10-16	12377367
Rheological study on lysozyme/tetramethylurea viscoelastic matrices.	2002-10-16	12377364
Characterization of the in vitro adhesion of Actinobacillus pleuropneumoniae to swine alveolar epithelial cells.	2002-08-02	12119138
Effect of urea, dimethylurea, and tetramethylurea on the phase behavior of dioleoylphosphatidylethanolamine.	2002-02	11934396
Inhalation toxicity of tetramethylurea in rats.	2001-11	11665645
Developmental toxicity study of tetramethylurea (TMU) in rats.	2001-08	11452398
Decomposition of alkyl-substituted urea molecules at a hydroxide-bridged dinickel center.	2001-03-12	11300826
Oligomerization of Escherichia coli enterotoxin b through its C-terminal hydrophobic alpha-helix.	2001-02-14	11342001
Spectrophotometric analysis of 5-coordinate cobalt(II) species for ligand substitution of hexakis(acetonitrile)cobalt(II) with bulky 1,1,3,3-tetramethylurea in noncoordinating nitromethane.	2001-01	11993661

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:11:51 GMT 2025` Edited by `admin` on `Mon Mar 31 19:11:51 GMT 2025`
Record UNII	2O1EJ64031
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Tetramethylurea

Systematic Name

English

NSC-91488

Preferred Name

English

TETRAMETHYLCARBAMIDE

Common Name

English

TETRAMETHYLUREA [HSDB]

Common Name

English

N,N,N',N'-TETRAMETHYLUREA

Systematic Name

English

TEMUR

Common Name

English

TETRAMETHYLUREA [MI]

Common Name

English

TMU

Common Name

English

TETRAMETHYLUREA, 1,1,3,3-

Systematic Name

English

Code System Code Type Description

PUBCHEM

12437