Compounds > 2-(4-methyl-1,3-thiazol-5-yl)ethanol
Page last updated: 2024-11-04

2-(4-methyl-1,3-thiazol-5-yl)ethanol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-(4-methyl-1,3-thiazol-5-yl)ethanol: the thiazole portion of thiamine; imparts flavor to cooked meats; RN given is for parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

5-(2-hydroxyethyl)-4-methylthiazole : A 1,3-thiazole that is thiazole substituted by a methyl group at position 4 and a 2-hydroxyethyl group at position 5. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID1136
CHEMBL ID1236482
CHEBI ID17957
SCHEMBL ID259480
MeSH IDM0059687

Synonyms (98)

Synonym
CHEMBL1236482 ,
CHEBI:17957 ,
2-(4-methyl-1,3-thiazol-5-yl)ethanol
nsc41831
nsc-41831
4-methyl-5-(.beta.-hydroxyethyl)thiazole
nsc-23262
4-methyl-5-hydroxyethylthiazole
4-methyl-5-thiazoleethanol
MHT ,
nsc23262
hemineurine
4-methyl-5-thiazolethanol
5-(hydroxyethyl)-4-methylthiazole
5-thiazoleethanol, 4-methyl-
2-(4-methylthiazol-5-yl)ethanol
2-(4-methyl-thiazol-5-yl)-ethanol
TZE ,
4-methyl-5-(2-hydroxyethyl)-thiazole
4-methyl-5-(beta-hydroxyethyl)thiazole
5-(2-hydroxyethyl)-4-methylthiazole
137-00-8
4-methyl-5-(2'-hydroxyethyl)-thiazole
HET ,
C04294
4-methyl-5-(2-hydroxyethyl)thiazole
4-methyl-5-thiazoleethanol, >=98%, fg
4-methyl-5-hydroxethylthiazole
DB02969
sulfurol
4-methyl-5-thiazoleethanol, 98%
inchi=1/c6h9nos/c1-5-6(2-3-8)9-4-7-5/h4,8h,2-3h2,1h
48114B6F-A59B-4E5B-82B1-38B17D2A0B5A
AC-7852
thiazole, 4-methyl-5-hydroxyethyl-
2-(4-methylthiazole-5-yl)ethanol
4-methyl-5-thiazolylethanol
5-(beta-hydroxyethyl)-4-methylthiazole
BMSE000355
thiamine thiazole
mht (van)
4-methyl-5-(beta-hydroxyethyl)-thiazole
H0527
AKOS000119411
2-(4-methyl-1,3-thiazol-5-yl)ethan-1-ol
nsc 23262
nsc 41831
unii-3xyv4i47i8
ai3-23391
einecs 205-272-6
3xyv4i47i8 ,
fema no. 3204
NCGC00257545-01
dtxsid3044382 ,
dtxcid1024382
cas-137-00-8
tox21_302187
thiamine thiozole
FT-0608672
PS-4466
AM20080272
860175-16-2
AB00407
4-methyl-5-thiazoleethanol [fhfi]
2-(4-methyl-5-thiazolyl)ethanol
5-(.beta.-hydroxyethyl)-4-methylthiazole
4-methyl-5-thiazole ethanol [fcc]
4-methyl-5-thiazoleethanol [mi]
4-methyl-5-thiazole ethanol
SCHEMBL259480
2-(4-methylthiazol-5-yl)-ethanol
5-(2-hydroxyethyl)-4-methyl-1,3-thiazole
5-(2-hydroxyethyl)-4-methyl-thiazole
2-(4-methylthiazol-5-yl) ethanol
4-methyl-5-thiazole-ethanol
STR05522
4-methylthiazol-5ylethanol
bdbm50016817
Q-100145
2-(4-methyl-1,3-thiazol-5-yl)ethanol #
thiazole, 5-(2-hydroxyethyl)-4-methyl
mfcd00005339
4-methyl-5-hydroxyethyl thiazole
4-methyl-5-thiazoleethanol, analytical standard
5-(2-hydroxyethyl)-4-methylthiazole; mht
5-(2-hydroxyethyl)-4-methylthiazole (sulfurol)
4-metyl-5-(beta-hydroxyethyl)thiazole
fema 3204
4-methyl-5-thiazoleethanol, 9ci
CS-W016411
Q27093940
D77790
4-methyl-5-thiazoleethanol; sulfurol; 4-methyl-5-(2'-hydroxyethyl)-thiazole; 4-methyl-5-hydroxyethylthiazole; 5-(2-hydroxyethyl)-4-methylthiazole; 4-methyl-5-beta-hydroxyethyl thiazole
HY-W015695
clomethiazole impurity c
EN300-20333
PD007492
Z104477768

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" We show that the toxic effect of this drug is relieved by low concentrations of thiamine (Th) and that the pyrimidine moiety of the Th molecule is responsible for growth inhibition release."( Amiloride toxicity in the fission yeast Schizosaccharomyces pombe is released by thiamine and mutations in the thiamine-repressible gene car1.
Edenharter, E; Fankhauser, H; Niederberger, C; Schweingruber, ME, 1996)		0.29

Bioavailability

ExcerptReferenceRelevance
" To provide proof of concept for the nomethiazole drug class, selected examples were assayed for restoration of synaptic function in hippocampal slices from AD-transgenic mice, reversal of cognitive deficits, and brain bioavailability of the prodrug and its neuroprotective MZ metabolite."( Design and synthesis of neuroprotective methylthiazoles and modification as NO-chimeras for neurodegenerative therapy.
Arancio, O; Fa', M; Luo, J; Qin, Z; Tavassoli, E; Teich, AF; Thatcher, GR; VandeVrede, L, 2012)		0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
Saccharomyces cerevisiae metaboliteAny fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae).
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
1,3-thiazoles
primary alcoholA primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (11)

PathwayProteinsCompounds
Vitamin B1/Thiamine Metabolism819
thiamine salvage IV (yeast)415
thiamine formation from pyrithiamine and oxythiamine (yeast)015
thiamine salvage II011
thiamine diphosphate salvage IV (yeast)015
thiamine salvage IV (yeast)417
thiamine formation from pyrithiamine and oxythiamine (yeast)317
thiamine salvage II928
4-methyl-5(u03B2-hydroxyethyl)thiazole salvage110
thiamin salvage IV917
thiamin formation from pyrithiamine and oxythiamine317
thiamin salvage II011
4-methyl-5(u03B2-hydroxyethyl)thiazole salvage (yeast)28
Thiamin biosynthesis117

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
progesterone receptorHomo sapiens (human)Potency68.58960.000417.946075.1148AID1346784
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency17.37390.023723.228263.5986AID743223
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseElectrophorus electricus (electric eel)Ki4,669.00000.00121.25638.9000AID1147919; AID1147920; AID1147921; AID1147922
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1147919Competitive inhibition of electric eel AChE using acetylthiocholine chloride as substrate at pH 7 by Michaelis-Menten plot analysis1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Inhibition of acetylcholinesterase by thiamine. A structure-function study.
AID703708Neuroprotective activity against oxygen-glucose deprivation-induced toxicity in Sprague-Dawley rat primary cortical neurons at 50 uM incubated for 2 hrs prior to oxygen-glucose deprivation-challenge measured after 24 hrs by MTT assay relative to clomethia2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
Design and synthesis of neuroprotective methylthiazoles and modification as NO-chimeras for neurodegenerative therapy.
AID1147920Noncompetitive inhibition of electric eel AChE using acetylthiocholine chloride as substrate at pH 7 by Michaelis-Menten plot analysis1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Inhibition of acetylcholinesterase by thiamine. A structure-function study.
AID1147921Competitive inhibition of electric eel AChE using acetylthiocholine chloride as substrate at pH 8.25 by Michaelis-Menten plot analysis1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Inhibition of acetylcholinesterase by thiamine. A structure-function study.
AID1147922Noncompetitive inhibition of electric eel AChE using acetylthiocholine chloride as substrate at pH 8.25 by Michaelis-Menten plot analysis1977Journal of medicinal chemistry, Jan, Volume: 20, Issue:1
Inhibition of acetylcholinesterase by thiamine. A structure-function study.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (12.50)18.7374
1990's5 (31.25)18.2507
2000's1 (6.25)29.6817
2010's6 (37.50)24.3611
2020's2 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.58

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.58 (24.57)
Research Supply Index3.00 (2.92)
Research Growth Index5.57 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.58)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.26%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other18 (94.74%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		2.5220alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
toxopyrimidine
4-amino-5-hydroxymethyl-2-methylpyrimidine : An aminopyrimidine that is pyrimidine in which the hydrogens at positions 2, 4, and 5 are replaced by methyl, amino, and hydroxymethyl substituents, respectively.		2.9140aminopyrimidine;
aromatic primary alcohol		Escherichia coli metabolite;
Saccharomyces cerevisiae metabolite
purine
1H-purine : The 1H-tautomer of purine.. 3H-purine : The 3H-tautomer of purine.. 9H-purine : The 9H-tautomer of purine.. 7H-purine : The 7H-tautomer of purine.		2.1310purine
pyridoxine
4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol: structure in first source. vitamin B6 : Any member of the group of pyridines that exhibit biological activity against vitamin B6 deficiency. Vitamin B6 deficiency is associated with microcytic anemia, electroencephalographic abnormalities, dermatitis with cheilosis (scaling on the lips and cracks at the corners of the mouth) and glossitis (swollen tongue), depression and confusion, and weakened immune function. Vitamin B6 consists of the vitamers pyridoxine, pyridoxal, and pyridoxamine and their respective 5'-phosphate esters (and includes their corresponding ionized and salt forms).		2.1310hydroxymethylpyridine;
methylpyridines;
monohydroxypyridine;
vitamin B6		cofactor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
thiamine
thiamine(1+) : A primary alcohol that is 1,3-thiazol-3-ium substituted by (4-amino-2-methylpyrimidin-5-yl)methyl, methyl and 2-hydroxyethyl groups at positions 3, 4 and 5, respectively.		3.81110primary alcohol;
vitamin B1		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
muscimol
Muscimol: A neurotoxic isoxazole isolated from species of AMANITA. It is obtained by decarboxylation of IBOTENIC ACID. Muscimol is a potent agonist of GABA-A RECEPTORS and is used mainly as an experimental tool in animal and tissue studies.. muscimol : A member of the class of isoxazoles that is 1,2-oxazol-3(2H)-one substituted by an aminomethyl group at position 5. It has been isolated from mushrooms of the genus Amanita.		2.0710alkaloid;
isoxazoles;
primary amino compound		fungal metabolite;
GABA agonist;
oneirogen;
psychotropic drug
thiamine
[no description available]		1.9510organic chloride salt;
vitamin B1
ethyl methanesulfonate
Ethyl Methanesulfonate: An antineoplastic agent with alkylating properties. It also acts as a mutagen by damaging DNA and is used experimentally for that effect.. ethyl methanesulfonate : A methanesulfonate ester resulting from the formal condensation of methanesulfonic acid with ethanol.		1.9810methanesulfonate esteralkylating agent;
antineoplastic agent;
carcinogenic agent;
genotoxin;
mutagen;
teratogenic agent
histidine
Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.		2.1310amino acid zwitterion;
histidine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
benzothiazole
benzothiazole: structure. benzothiazole : An organic heterobicyclic compound that is a fusion product between benzene and thiazole. The parent of the class of benzothiazoles.		2.1510benzothiazolesenvironmental contaminant;
plant metabolite;
xenobiotic
thiamine pyrophosphate
Thiamine Pyrophosphate: The coenzyme form of Vitamin B1 present in many animal tissues. It is a required intermediate in the PYRUVATE DEHYDROGENASE COMPLEX and the KETOGLUTARATE DEHYDROGENASE COMPLEX.. thiamine(1+) diphosphate chloride : An organic chloride salt of thiamine(1+) diphosphate.		2.3720organic chloride salt;
vitamin B1
thiazoles
[no description available]		5.131401,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
pyrimidine
pyrimidine : The parent compound of the pyrimidines; a diazine having the two nitrogens at the 1- and 3-positions.		2.3920diazine;
pyrimidines		Daphnia magna metabolite
thiamine monophosphate
Thiamine Monophosphate: Thiamine dihydrogen phosphate ester. The monophosphate ester of thiamine. Synonyms: monophosphothiamine; vitamin B1 monophosphate.. thiamine(1+) monophosphate chloride : An organic chloride salt of thiamine(1+) monophosphate.		2.3720organic chloride salt;
vitamin B1
chlormethiazole
Chlormethiazole: A sedative and anticonvulsant often used in the treatment of alcohol withdrawal. Chlormethiazole has also been proposed as a neuroprotective agent. The mechanism of its therapeutic activity is not entirely clear, but it does potentiate GAMMA-AMINOBUTYRIC ACID receptors response and it may also affect glycine receptors.		2.0710thiazoles
pyrithiamine
Pyrithiamine: A thiamine antagonist due to its inhibition of thiamine pyrophosphorylation. It is used to produce thiamine deficiency.. pyrithiamine : A pyridinium ion that is 3-(2-hydroxyethyl)-2-methylpyridine substituted at position 1 by a (4-amino-2-methylpyrimidin-5-yl)methyl group.		1.9910
4-methylthiazole
[no description available]		1.95101,3-thiazolesMaillard reaction product
amiloride
Amiloride: A pyrazine compound inhibiting SODIUM reabsorption through SODIUM CHANNELS in renal EPITHELIAL CELLS. This inhibition creates a negative potential in the luminal membranes of principal cells, located in the distal convoluted tubule and collecting duct. Negative potential reduces secretion of potassium and hydrogen ions. Amiloride is used in conjunction with DIURETICS to spare POTASSIUM loss. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p705). amiloride : A member of the class of pyrazines resulting from the formal monoacylation of guanidine with the carboxy group of 3,5-diamino-6-chloropyrazine-2-carboxylic acid.		1.9910aromatic amine;
guanidines;
organochlorine compound;
pyrazines		diuretic;
sodium channel blocker
2-pentylfuran
2-pentylfuran: structure in first source. 2-pentylfuran : A member of the class of furans that is furan in which the hydrogen at position 2 is replaced by a pentyl group. It is found in many heat-processed foods and drinks.		2.1510furansAspergillus metabolite;
bacterial metabolite;
flavouring agent;
human urinary metabolite;
insect repellent;
plant growth stimulator;
volatile oil component
4-aminopyrimidine
[no description available]		1.9510aminopyrimidine
xylose
xylopyranose: structure in first source		2.1510D-xylose
aminoimidazole ribotide
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole : A 1-(phosphoribosyl)imidazole that is 5-aminoimidazole in which the proton at position 1 has been replaced by a 5-phospho-beta-D-ribofuranosyl group.		2.44201-(phosphoribosyl)imidazole;
aminoimidazole		bacterial metabolite
xylulose
[no description available]		2.0310xyluloseEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
sulfur
Sulfur: An element that is a member of the chalcogen family. It has an atomic symbol S, atomic number 16, and atomic weight [32.059; 32.076]. It is found in the amino acids cysteine and methionine.		2.0310chalcogen;
nonmetal atom		macronutrient
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.1510cysteiniumfundamental metabolite
acid phosphatase
Acid Phosphatase: An enzyme that catalyzes the conversion of an orthophosphoric monoester and water to an alcohol and orthophosphate. EC 3.1.3.2.		1.9810
brine
brine: not from seawater; contains sodium chloride; calcium chloride; magnesium chloride; one or all of the above		2.1510
ConditionIndicatedRelationship StrengthStudiesTrials
Acute Confusional Senile Dementia
[description not available]		02.0710
Cognition Disorders
Disorders characterized by disturbances in mental processes related to learning, thinking, reasoning, and judgment.		02.0710
Alzheimer Disease
A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)		02.0710