Compounds > 2,2,3,3-tetramethylcyclopropane carboxamide
Page last updated: 2024-11-08

2,2,3,3-tetramethylcyclopropane carboxamide

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

Description

2,2,3,3-tetramethylcyclopropane carboxamide: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID181152
CHEMBL ID188886
SCHEMBL ID2516721
MeSH IDM0299871

Synonyms (14)

Synonym
2,2,3,3-tetramethylcyclopropanecarboxamide
55265-53-7
2,2,3,3-tetramethylcyclopropane-1-carboxamide
CHEMBL188886
2,2,3,3-tetramethyl-cyclopropanecarboxylic acid amide
A18896
cyclopropanecarboxamide, 2,2,3,3-tetramethyl-
2,2,3,3-tetramethylcyclopropane carboxamide
AKOS006283073
2,2,3,3-tetramethyl-cyclopropanecarboxamide
FT-0640299
SCHEMBL2516721
DTXSID80203774
2,2,3,3-tetramethyl cyclopropanecarboxamide

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" Comparative pharmacokinetic analysis showed that α-Cl-TMCD is less susceptible to liver first-pass effect than α-F-TMCD because of lower total (metabolic) clearance and liver extraction ratio."( Comparative pharmacodynamic and pharmacokinetic analysis of two anticonvulsant halo derivatives of 2,2,3,3-tetramethylcyclopropanecarboxamide, an amide of a cyclic analog of valproic acid.
Bialer, M; Finnell, RH; Hen, N; Kaufmann, D; Pessah, N; Wlodarczyk, B; Yagen, B, 2010)		0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID353903Neurotoxicity in ip dosed CF1 albino mouse assessed as minimal motor impairment2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID249468Anticonvulsant activity administered intra peritoneally to mouse for the protective index of toxicity by maximal electroshock test; T D50/ED502004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID353915Protective index, ratio of TD50 for albino Sprague-Dawley rat to ED50 for scMet-induced albino Sprague-Dawley rat seizure model2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID253379Anticonvulsant activity administered orally to rat for toxicity2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID353902Protective index, ratio of TD50 for CF1 albino mouse to ED50 for scMet-induced CF1 albino seizure mouse model2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID353919Anticonvulsant activity in ip dosed CF1 albino mouse assessed as protection against 44 mA-current-induced seizure by 6Hz psychomotor seizure test2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID353899Anticonvulsant activity in ip dosed CF1 albino mouse assessed as protection against maximal electroshock-induced seizures2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID353916Neurotoxicity in po dosed albino Sprague-Dawley rat assessed as minimal motor impairment2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID353901Anticonvulsant activity in ip dosed CF1 albino mouse assessed as protection against scMet-induced seizures2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID250526Anticonvulsant activity administered orally to rat for protective index of subcutaneous metrazol test2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID253381Anticonvulsant activity administered intra peritoneally to mouse for toxicity2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID353912Anticonvulsant activity in po dosed albino Sprague-Dawley rat assessed as protection against maximal electroshock-induced seizures2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID249458Anticonvulsant activity administered orally to rat for the protective index of toxicity by maximal electroshock test; T D50/ED502004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID247080Anticonvulsant activity administered orally to rat at maximal electro shock test; the interval in parenthesis stands for 95% confidence interval2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID246902Anticonvulsant activity administered orally to rat at subcutaneous metrazol test2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID353914Anticonvulsant activity in po dosed albino Sprague-Dawley rat assessed as protection against scMet-induced seizures2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID246963Anticonvulsant activity administered intra peritoneally to mouse at subcutaneous metrazol test2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID353918Protective index, ratio of TD50 for CF1 albino mouse to ED50 for 32 mA current-induced CF1 albino mouse seizure model2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
AID237333Calculated partition coefficient (clogP)2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID250806Anticonvulsant activity administered intra peritoneally to mouse for protective index of subcutaneous metrazol test2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID247098Anticonvulsant activity administered intra peritoneally to mouse at maximal electro shock test; the interval in parenthesis stands for 95% confidence interval2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Tetramethylcyclopropyl analogue of a leading antiepileptic drug, valproic acid. Synthesis and evaluation of anticonvulsant activity of its amide derivatives.
AID353917Anticonvulsant activity in ip dosed CF1 albino mouse assessed as protection against 32 mA current-induced seizure by 6Hz psychomotor seizure test2009Journal of medicinal chemistry, Apr-23, Volume: 52, Issue:8
Alpha-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (8.33)18.2507
2000's8 (66.67)29.6817
2010's2 (16.67)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.85

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 Index12.85 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.41 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.85)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dimethyl sulfoxide
Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.		2.4110sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
urea
pseudourea: clinical use; structure. isourea : A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives.		2.4420isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
valproic acid
Valproic Acid: A fatty acid with anticonvulsant and anti-manic properties that is used in the treatment of EPILEPSY and BIPOLAR DISORDER. The mechanisms of its therapeutic actions are not well understood. It may act by increasing GAMMA-AMINOBUTYRIC ACID levels in the brain or by altering the properties of VOLTAGE-GATED SODIUM CHANNELS.. valproic acid : A branched-chain saturated fatty acid that comprises of a propyl substituent on a pentanoic acid stem.		3.4270branched-chain fatty acid;
branched-chain saturated fatty acid		anticonvulsant;
antimanic drug;
EC 3.5.1.98 (histone deacetylase) inhibitor;
GABA agent;
neuroprotective agent;
psychotropic drug;
teratogenic agent
zonisamide
Zonisamide: A benzisoxazole and sulfonamide derivative that acts as a CALCIUM CHANNEL blocker. It is used primarily as an adjunctive antiepileptic agent for the treatment of PARTIAL SEIZURES, with or without secondary generalization.. zonisamide : A 1,2-benzoxazole compound having a sulfamoylmethyl substituent at the 3-position.		2.04101,2-benzoxazoles;
sulfonamide		anticonvulsant;
antioxidant;
central nervous system drug;
protective agent;
T-type calcium channel blocker
pentylenetetrazole
Pentylenetetrazole: A pharmaceutical agent that displays activity as a central nervous system and respiratory stimulant. It is considered a non-competitive GAMMA-AMINOBUTYRIC ACID antagonist. Pentylenetetrazole has been used experimentally to study seizure phenomenon and to identify pharmaceuticals that may control seizure susceptibility.. pentetrazol : An organic heterobicyclic compound that is 1H-tetrazole in which the hydrogens at positions 1 and 5 are replaced by a pentane-1,5-diyl group. A central and respiratory stimulant, it was formerly used for the treatment of cough and other respiratory tract disorders, cardiovascular disorders including hypotension, and pruritis.		2.7230organic heterobicyclic compound;
organonitrogen heterocyclic compound
1,4-cyclohexanedimethanol
1,4-cyclohexanedimethanol: used as a monomer in the production of polyester resins; RN given refers to cpd with specified locants for dimethanol groups		2.0710
dimethyl 4-phthalate
dimethyl 4-phthalate: solvent; structure. dimethyl terephthalate : A diester resulting from the formal condensation of the carboxy groups of terephthalic acid with methanol. It is a primary ingredient widely used in the manufacture of polyesters and industrial plastics.		2.0710diester;
methyl ester;
phthalate ester
isoxazoles
Isoxazoles: Azoles with an OXYGEN and a NITROGEN next to each other at the 1,2 positions, in contrast to OXAZOLES that have nitrogens at the 1,3 positions.. isoxazole : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing three carbon atoms and an oxygen and nitrogen atom adjacent to each other. It is the parent of the class of isoxazoles.. isoxazoles : Oxazoles in which the N and O atoms are adjacent.		2.0410isoxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
bicuculline
Bicuculline: An isoquinoline alkaloid obtained from Dicentra cucullaria and other plants. It is a competitive antagonist for GABA-A receptors.. bicuculline : A benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline which is substituted at the 5-pro-S position by a (6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species.		2.0110benzylisoquinoline alkaloid;
isoquinoline alkaloid;
isoquinolines		agrochemical;
central nervous system stimulant;
GABA-gated chloride channel antagonist;
GABAA receptor antagonist;
neurotoxin
dipropylacetamide
dipropylacetamide: structure. valpromide : A fatty amide derived from valproic acid.		2.0510fatty amidegeroprotector;
metabolite;
teratogenic agent
2,2,3,3-tetramethylcyclopropanecarbonylurea
2,2,3,3-tetramethylcyclopropanecarbonylurea: has anticonvulsant activity; structure in first source		2.7330
ConditionIndicatedRelationship StrengthStudiesTrials
Absence Seizure
[description not available]		02.9440
Seizures
Clinical or subclinical disturbances of cortical function due to a sudden, abnormal, excessive, and disorganized discharge of brain cells. Clinical manifestations include abnormal motor, sensory and psychic phenomena. Recurrent seizures are usually referred to as EPILEPSY or seizure disorder.		02.9440
Aura
[description not available]		02.9540
Abnormalities, Drug-Induced
Congenital abnormalities caused by medicinal substances or drugs of abuse given to or taken by the mother, or to which she is inadvertently exposed during the manufacture of such substances. The concept excludes abnormalities resulting from exposure to non-medicinal chemicals in the environment.		02.9640
Epilepsy
A disorder characterized by recurrent episodes of paroxysmal brain dysfunction due to a sudden, disorderly, and excessive neuronal discharge. Epilepsy classification systems are generally based upon: (1) clinical features of the seizure episodes (e.g., motor seizure), (2) etiology (e.g., post-traumatic), (3) anatomic site of seizure origin (e.g., frontal lobe seizure), (4) tendency to spread to other structures in the brain, and (5) temporal patterns (e.g., nocturnal epilepsy). (From Adams et al., Principles of Neurology, 6th ed, p313)		02.9540
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.4420
Allodynia
[description not available]		02.0510
Innate Inflammatory Response
[description not available]		02.0510
Ache
[description not available]		02.4620
Acute Post-operative Pain
[description not available]		02.0510
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.0510
Pain
An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.		02.4620
Pain, Postoperative
Pain during the period after surgery.		02.0510
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.0510
Acrania
[description not available]		02.4320
Neural Tube Defects
Congenital malformations of the central nervous system and adjacent structures related to defective neural tube closure during the first trimester of pregnancy generally occurring between days 18-29 of gestation. Ectodermal and mesodermal malformations (mainly involving the skull and vertebrae) may occur as a result of defects of neural tube closure. (From Joynt, Clinical Neurology, 1992, Ch55, pp31-41)		02.4320
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.4520