1,1,3,3-tetramethylguanidine profile

## 1,1,3,3-Tetramethylguanidine: A Powerful Base in Research

1,1,3,3-Tetramethylguanidine (TMG) is a strong, non-nucleophilic organic base with the chemical formula (CH3)2N-C(=NH)-N(CH3)2. It is a colorless liquid with a strong, ammonia-like odor.

**Why is it important for research?**

TMG's key properties make it a valuable reagent in various scientific fields:

* **Strong Base:** TMG is a very strong base with a pKa of 13.6. This allows it to deprotonate a wide range of acidic compounds, including alcohols, phenols, and even some carbon acids. This property makes it useful for:
* **Organic Synthesis:** TMG can be used to promote various reactions, such as condensation, elimination, and ring-opening reactions.
* **Catalysis:** TMG can act as a catalyst for various chemical reactions.
* **Deprotonation Studies:** TMG is a useful tool for studying the acidity of different compounds.

* **Non-nucleophilic:** TMG is a bulky base that does not readily react with electrophiles. This makes it ideal for reactions where the base should not participate in further reactions with the generated product. This property makes it useful for:
* **Selective Deprotonation:** TMG can deprotonate acidic compounds without reacting with other functional groups in the molecule.
* **Protecting Groups:** TMG can be used to deprotect certain protecting groups in organic synthesis.

* **Versatile Solvent:** TMG can be used as a solvent for various reactions, especially those involving strong bases.

**Specific Applications in Research:**

* **Pharmaceutical Research:** TMG is used in the development of new drugs and pharmaceuticals, particularly for the synthesis of peptides and other biologically active molecules.
* **Polymer Chemistry:** TMG can be used to synthesize polymers with specific properties.
* **Analytical Chemistry:** TMG is used in various analytical techniques, such as chromatography and spectroscopy.
* **Material Science:** TMG can be used to synthesize new materials with specific properties, such as catalysts and semiconductors.

Overall, 1,1,3,3-tetramethylguanidine's strong basicity, non-nucleophilic nature, and versatility as a solvent make it a valuable tool for researchers across various scientific disciplines. Its applications continue to expand as scientists explore new ways to utilize its unique properties.

ID Source	ID
PubMed CID	66460
SCHEMBL ID	35686
MeSH ID	M0453556

Synonym
guanidine, 1,1,3,3-tetramethyl-
1,1,3,3-tetramethylguanidine
n,n,n',n'-tetramethylguanidine
guanidine, n,n,n',n'-tetramethyl-
inchi=1/c5h13n3/c1-7(2)5(6)8(3)4/h6h,1-4h
nsc-148309
guanidine,n,n',n'-tetramethyl-
guanidine,1,3,3-tetramethyl-
1,3,3-tetramethylguanidine
80-70-6
n,n',n'-tetramethylguanidine
nsc148309
1,1,3,3-tetramethylguanidine, 99%
T0148
ccris 6689
unii-vez101e7zu
vez101e7zu ,
ai3-51030
einecs 201-302-7
nsc 148309
tetramethylguanidine
AKOS005169836
STL146626
FT-0606006
n,n-1,1,3,3-tetramethylguanidine
BBL027708
SCHEMBL35686
tetramethyl guanidine
n,n,n',n'-tetramethyl-guanidine
tetramethyguanidine
(me2n)2c=nh
1,1,3,3-tetramethyl guanidine
1,1,3,3-tetramethyl-guanidine
1,1,3,3-tetra-methylguanidine
1,1,3,3,-tetramethylguanidine
1,1,3,3 tetramethyl guanidine
tetramethyl-guanidine
1, 1,3,3-tetramethylguanidine
tetramethlguanidine
DTXSID2058835
W-104226
STR04857
n,n,n,n-tetramethylguanidine
1,1,3,3-tetramethylguanidine [mi]
mfcd00008323
F0001-2088
n,n,n',n'-tetramethylguanidine, lonza quality, >=99.0% (gc)
BCP25863
Q4545643
CS-0015318
EN300-31847
n,n,n,n-tetramethy1 guanidine
guanidine, 1,1,3,3-tetramethyl- (6ci,8ci); n,n,n',n'-tetramethylguanidine; n1,n1,n3,n3-tetramethylguanidine; nsc 148309; pc-cat tmg; tetramethylguanidine

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	8 (27.59)	29.6817
2010's	18 (62.07)	24.3611
2020's	3 (10.34)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	29 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
chlorine chloride : A halide anion formed when chlorine picks up an electron to form an an anion.	2.46	2	halide anion; monoatomic chlorine	cofactor; Escherichia coli metabolite; human metabolite
hydrochloric acid Hydrochloric Acid: A strong corrosive acid that is commonly used as a laboratory reagent. It is formed by dissolving hydrogen chloride in water. GASTRIC ACID is the hydrochloric acid component of GASTRIC JUICE.. hydrogen chloride : A mononuclear parent hydride consisting of covalently bonded hydrogen and chlorine atoms.	2.04	1	chlorine molecular entity; gas molecular entity; hydrogen halide; mononuclear parent hydride	mouse metabolite
hydrogen Hydrogen: The first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.. dihydrogen : An elemental molecule consisting of two hydrogens joined by a single bond.	2.1	1	elemental hydrogen; elemental molecule; gas molecular entity	antioxidant; electron donor; food packaging gas; fuel; human metabolite
azobenzene azobenzene: photosensor molecule known to undergo reversible isomerization from trans to cis on illumination with photons of appropriate wavelength; RN given refers to cpd without isomeric designation; structure. (E)-azobenzene : The (E)-isomer of azobenzene.. (Z)-azobenzene : The (Z)-isomer of azobenzene.. azobenzene : A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds.	2.17	1	azobenzenes
guanidine Guanidine: A strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed) It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC.. guanidine : An aminocarboxamidine, the parent compound of the guanidines.	2.48	2	carboxamidine; guanidines; one-carbon compound
salicylaldehyde o-hydroxybenzaldehyde: structure in first source	2.15	1	hydroxybenzaldehyde	nematicide; plant metabolite
furaldehyde Furaldehyde: A heterocyclic compound consisting of a furan where the hydrogen at position 2 is substituted by a formyl group.. furfural : An aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.	2.1	1	aldehyde; furans	Maillard reaction product; metabolite
2-methylpentane Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.	2.13	1	alkane
n-hexane hexane : An unbranched alkane containing six carbon atoms.	2.13	1	alkane; volatile organic compound	neurotoxin; non-polar solvent
quinazolines Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.	2.31	1	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; quinazolines
thiazoles [no description available]	2.08	1	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
palladium Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.	2.06	1	metal allergen; nickel group element atom; platinum group metal atom
platinum Platinum: A heavy, soft, whitish metal, resembling tin, with atomic number 78, atomic weight 195.084, symbol Pt. It is used in manufacturing equipment for laboratory and industrial use. It occurs as a black powder (platinum black) and as a spongy substance (spongy platinum) and may have been known in Pliny's time as alutiae.	2.03	1	elemental platinum; nickel group element atom; platinum group metal atom
uranium Uranium: A radioactive element of the actinide series of metals. It has an atomic symbol U, atomic number 92, and atomic weight 238.03. U-235 is used as the fissionable fuel in nuclear weapons and as fuel in nuclear power reactors.	2.03	1	actinoid atom; f-block element atom; monoatomic uranium
iodine [no description available]	2.06	1	halide anion; monoatomic iodine	human metabolite
isothiocyanic acid [no description available]	2.08	1	hydracid; one-carbon compound
2,4,6-trihydroxyacetophenone monoacetylphloroglucinol: structure in first source. 2',4',6'-trihydroxyacetophenone : A benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acidic glycans and glycopeptides.	2.05	1	aromatic ketone; benzenetriol; methyl ketone	MALDI matrix material; plant metabolite
2-aminobenzonitrile o-aminobenzonitrile: structure in first source	2.31	1
1,8-diazabicyclo(5.4.0)undec-7-ene [no description available]	2.78	3
5-hydroxymethylfurfural 5-hydroxymethylfurfural: has antisickling activity; HMF is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. 5-hydroxymethylfurfural : A member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo.	2.1	1	arenecarbaldehyde; furans; primary alcohol	indicator; Maillard reaction product
benzofurans Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.	2.15	1
maleic acid maleic acid: RN given refers to parent cpd(Z)-isomer which is maleic acid; all RR's given refer to (Z)-isomer; (E)-isomer is fumaric acid. maleic acid : A butenedioic acid in which the double bond has cis- (Z)-configuration.	2.17	1	butenedioic acid	algal metabolite; mouse metabolite; plant metabolite
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	2.07	1	4-coumaric acid	food component; mouse metabolite; plant metabolite
1-butyl-3-methylimidazolium 1-butyl-3-methylimidazolium: structure in first source. 1-butyl-3-methylimidazolium : A 1-alkyl-3-methylimidazolium in which the alkyl substituent at C-1 is butyl.	2.06	1	1-alkyl-3-methylimidazolium
ovalbumin Ovalbumin: An albumin obtained from the white of eggs. It is a member of the serpin superfamily.	2.1	1
cellulose DEAE-Cellulose: Cellulose derivative used in chromatography, as ion-exchange material, and for various industrial applications.	2.8	3	glycoside
warfarin Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.	2.15	1	benzenes; hydroxycoumarin; methyl ketone
muramidase Muramidase: A basic enzyme that is present in saliva, tears, egg white, and many animal fluids. It functions as an antibacterial agent. The enzyme catalyzes the hydrolysis of 1,4-beta-linkages between N-acetylmuramic acid and N-acetyl-D-glucosamine residues in peptidoglycan and between N-acetyl-D-glucosamine residues in chitodextrin. EC 3.2.1.17.	2.1	1

Condition	Indicated	Relationship Strength	Studies	Trials
Eczema, Atopic [description not available]	0	2.1	1	0
Dermatitis, Atopic A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.	0	2.1	1	0

1,1,3,3-tetramethylguanidine

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Research

Studies (29)

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Research Demand Index: 36.69

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