n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide profile

N-(1-adamantyl)-1-(5-fluoropentyl)-1H-indazole-3-carboxamide: a cannabinoid receptor agonist; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	71711119
CHEBI ID	183739
SCHEMBL ID	17297543
MeSH ID	M000612218

Synonym
n-(1-adamantyl)-1-(5-luoropentyl)indazole-3-carboxamide
CHEBI:183739
1400742-13-3
n-(adamanta-1-yl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide
AKOS022172937
n-(adamantan-1-yl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide
UCMFSGVIEPXYIV-UHFFFAOYSA-N
tx64zy5p0r ,
j3.368.283b ,
n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide
dea no. 7049
1h-indazole-3-carboxamide, 1-(5-fluoropentyl)-n-tricycle(3.3.1.1sup(3,7))dec-1-yl-
5f-apinaca
apinaca n-(5-fluoropentyl)
unii-tx64zy5p0r
5f-akb-48
5-fluoro-apinaca
5f-akb48
1h-indazole-3-carboxamide, 1-(5-fluoropentyl)-n-tricyclo(3.3.1.13,7)dec-1-yl-
AKOS025212857
n-(1-adamantyl)-1-(5-fluoropentyl)indazole-3-carboxamide
SCHEMBL17297543
DTXSID80856800
1-(5-fluoropentyl)-n-tricyclo[3.3.1.13,7]dec-1-yl-1h-indazole-3-carboxamide
5-f-akb-48 (5-f-apinaca; n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide)
5f-akb-48; akb-48f; 5-f-apinaca; 5-fluoro-akb48; n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide); 1-(5-fluoropentyl)-n-tricyclo[3.3.1.1(3),?]dec-1-yl-1h-indazole-3-carboxamide
5-f-akb-48 (5-f-apinaca; n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide) 0.1 mg/ml in acetonitrile
5-f-akb-48 (5-f-apinaca; n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide) 1.0 mg/ml in acetonitrile
BCP21130
akb-48f
Q20707142
1h-indazole-3-carboxamide, 1-(5-fluoropentyl)-n-tricyclo[3.3.1.13,7]dec-1-yl-
PD019314
mfcd22989158
5f-apinaca (5f-akb-48), 1mg/ml in methanol
5f-apinaca (5f-akb-48), 0.1mg/ml in methanol
5f-apinaca (5f-akb-48)

Excerpt	Reference	Relevance
" Abuse of SCs is dangerous because users may mistake them for natural cannabis, which is generally considered to be unlikely to elicit adverse effects."	( Metabolism, CB1 cannabinoid receptor binding and in vivo activity of synthetic cannabinoid 5F-AKB48: Implications for toxicity. Bush, JM; Cabanlong, CV; Fantegrossi, WE; Fujiwara, R; Fukuda, S; Gogoi, J; Jackson, BK; McCain, K; Pinson, A; Prather, PL; Radominska-Pandya, A; Shoeib, A; Yarbrough, AL, 2020)	0.56

Class	Description
indazoles
aromatic amide	An amide in which the amide linkage is bonded directly to an aromatic system.
[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]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	9 (81.82)	24.3611
2020's	2 (18.18)	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	1 (9.09%)	4.05%
Observational	1 (9.09%)	0.25%
Other	9 (81.82%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
methanol Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A 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.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.	2.15	1	alkyl alcohol; one-carbon compound; primary alcohol; volatile organic compound	amphiprotic solvent; Escherichia coli metabolite; fuel; human metabolite; mouse metabolite; Mycoplasma genitalium metabolite
am 251 AM 251: an analog of SR141716A; structure given in first source. AM-251 : A carbohydrazide obtained by formal condensation of the carboxy group of 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid with the amino group of 1-aminopiperidine. An antagonist at the CB1 cannabinoid receptor.	2.53	2	amidopiperidine; carbohydrazide; dichlorobenzene; organoiodine compound; pyrazoles	antidepressant; antineoplastic agent; apoptosis inducer; CB1 receptor antagonist
amantadine amant: an antiviral compound consisting of an adamantane derivative chemically linked to a water-solube polyanioic matrix; structure in first source	2.13	1	adamantanes; primary aliphatic amine	analgesic; antiparkinson drug; antiviral drug; dopaminergic agent; NMDA receptor antagonist; non-narcotic analgesic
citalopram Citalopram: A furancarbonitrile that is one of the serotonin uptake inhibitors used as an antidepressant. The drug is also effective in reducing ethanol uptake in alcoholics and is used in depressed patients who also suffer from TARDIVE DYSKINESIA in preference to tricyclic antidepressants, which aggravate dyskinesia.. citalopram : A racemate comprising equimolar amounts of (R)-citalopram and its enantiomer, escitalopram. It is used as an antidepressant, although only escitalopram is active.. 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile : A nitrile that is 1,3-dihydro-2-benzofuran-5-carbonitrile in which one of the hydrogens at position 1 is replaced by a p-fluorophenyl group, while the other is replaced by a 3-(dimethylamino)propyl group.	2.13	1	2-benzofurans; cyclic ether; nitrile; organofluorine compound; tertiary amino compound
fluoxetine Fluoxetine: The first highly specific serotonin uptake inhibitor. It is used as an antidepressant and often has a more acceptable side-effects profile than traditional antidepressants.. fluoxetine : A racemate comprising equimolar amounts of (R)- and (S)-fluoxetine. A selective serotonin reuptake inhibitor (SSRI), it is used (generally as the hydrochloride salt) for the treatment of depression (and the depressive phase of bipolar disorder), bullimia nervosa, and obsessive-compulsive disorder.. N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine : An aromatic ether consisting of 4-trifluoromethylphenol in which the hydrogen of the phenolic hydroxy group is replaced by a 3-(methylamino)-1-phenylpropyl group.	2.13	1	(trifluoromethyl)benzenes; aromatic ether; secondary amino compound
methylphenidate Methylphenidate: A central nervous system stimulant used most commonly in the treatment of ATTENTION DEFICIT DISORDER in children and for NARCOLEPSY. Its mechanisms appear to be similar to those of DEXTROAMPHETAMINE. The d-isomer of this drug is referred to as DEXMETHYLPHENIDATE HYDROCHLORIDE.. methylphenidate : A racemate comprising equimolar amounts of the two threo isomers of methyl phenyl(piperidin-2-yl)acetate. A central stimulant and indirect-acting sympathomimetic, is used (generally as the hydrochloride salt) in the treatment of hyperactivity disorders in children and for the treatment of narcolepsy.. methyl phenyl(piperidin-2-yl)acetate : A amino acid ester that is methyl phenylacetate in which one of the hydrogens alpha to the carbonyl group is replaced by a piperidin-2-yl group.	2.15	1	beta-amino acid ester; methyl ester; piperidines
midazolam Midazolam: A short-acting hypnotic-sedative drug with anxiolytic and amnestic properties. It is used in dentistry, cardiac surgery, endoscopic procedures, as preanesthetic medication, and as an adjunct to local anesthesia. The short duration and cardiorespiratory stability makes it useful in poor-risk, elderly, and cardiac patients. It is water-soluble at pH less than 4 and lipid-soluble at physiological pH.. midazolam : An imidazobenzodiazepine that is 4H-imidazo[1,5-a][1,4]benzodiazepine which is substituted by a methyl, 2-fluorophenyl and chloro groups at positions 1, 6 and 8, respectively.	2.13	1	imidazobenzodiazepine; monofluorobenzenes; organochlorine compound	anticonvulsant; antineoplastic agent; anxiolytic drug; apoptosis inducer; central nervous system depressant; GABAA receptor agonist; general anaesthetic; muscle relaxant; sedative
lysergic acid diethylamide Lysergic Acid Diethylamide: Semisynthetic derivative of ergot (Claviceps purpurea). It has complex effects on serotonergic systems including antagonism at some peripheral serotonin receptors, both agonist and antagonist actions at central nervous system serotonin receptors, and possibly effects on serotonin turnover. It is a potent hallucinogen, but the mechanisms of that effect are not well understood.. lysergic acid diethylamide : An ergoline alkaloid arising from formal condensation of lysergic acid with diethylamine.	2.13	1	ergoline alkaloid; monocarboxylic acid amide; organic heterotetracyclic compound	dopamine agonist; hallucinogen; serotonergic agonist
valine Valine: A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway.. valine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.. L-valine : The L-enantiomer of valine.	2.15	1	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
thiophenes Thiophenes: A monocyclic heteroarene furan in which the oxygen atom is replaced by a sulfur.. thiophenes : Compounds containing at least one thiophene ring.	2.15	1	mancude organic heteromonocyclic parent; monocyclic heteroarene; thiophenes; volatile organic compound	non-polar solvent
indazoles Indazoles: A group of heterocyclic aromatic organic compounds consisting of the fusion of BENZENE and PYRAZOLES.	3.94	11	indazole
adamantane Adamantane: A tricyclo bridged hydrocarbon.	3.94	11	adamantanes; polycyclic alkane
methamphetamine Methamphetamine: A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed.. methamphetamine : A member of the class of amphetamines in which the amino group of (S)-amphetamine carries a methyl substituent.	2.15	1	amphetamines; secondary amine	central nervous system stimulant; environmental contaminant; neurotoxin; psychotropic drug; xenobiotic
dronabinol Dronabinol: A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound.. Delta(9)-tetrahydrocannabinol : A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. The principal psychoactive constituent of the cannabis plant, it is used for treatment of anorexia associated with AIDS as well as nausea and vomiting associated with cancer chemotherapy.	2.13	1	benzochromene; diterpenoid; phytocannabinoid; polyketide	cannabinoid receptor agonist; epitope; hallucinogen; metabolite; non-narcotic analgesic
sr141716 [no description available]	2.25	1	amidopiperidine; carbohydrazide; dichlorobenzene; monochlorobenzenes; pyrazoles	anti-obesity agent; appetite depressant; CB1 receptor antagonist
ethylphenidate ethylphenidate: structure given in first source	2.15	1
jwh 018 1-pentyl-3-(1-naphthoyl)indole: structure in first source	2.83	3	indolecarboxamide
piperidines Piperidines: A family of hexahydropyridines.	2.53	2
jwh-122 (4-methyl-1-naphthyl)-(1-pentylindol-3-yl)methanone: structure in first source	2.15	1
AM2201 1-(5-fluoropentyl)-3-(1-naphthoyl)indole: a cannabimimetic; structure in first source	2.15	1	indolecarboxamide
sts-135 N-(adamantan-1-yl)-1-(5-fluoropentyl)-1H-indole-3-carboxamide: a synthetic cannabinoid; structure in first source	2.53	2	indolecarboxamide
AKB48 N-(1-adamantyl)-1-pentylindazole-3-carboxamide: a synthetic cannabinoid; structure in first source	2.58	2	aromatic amide; indazoles
xlr-11 XLR-11: synthetic cannabinoid; structure in first source	2.15	1

Condition	Relationship Strength	Studies
Drug Overdose Accidental or deliberate use of a medication or street drug in excess of normal dosage.	2.15	1
Hallucination of Body Sensation [description not available]	2.13	1
Agitation, Psychomotor [description not available]	2.13	1
Absence Seizure [description not available]	2.53	2
Tachyarrhythmia [description not available]	2.13	1
Hallucinations Subjectively experienced sensations in the absence of an appropriate stimulus, but which are regarded by the individual as real. They may be of organic origin or associated with MENTAL DISORDERS.	2.13	1
Psychomotor Agitation A feeling of restlessness associated with increased motor activity. This may occur as a manifestation of nervous system drug toxicity or other conditions.	2.13	1
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.	2.53	2
Tachycardia Abnormally rapid heartbeat, usually with a HEART RATE above 100 beats per minute for adults. Tachycardia accompanied by disturbance in the cardiac depolarization (cardiac arrhythmia) is called tachyarrhythmia.	2.13	1
Anochlesia [description not available]	2.13	1
Abnormal Deep Tendon Reflex [description not available]	2.13	1
Aggression Behavior which may be manifested by destructive and attacking action which is verbal or physical, by covert attitudes of hostility or by obstructionism.	2.13	1
Reflex, Abnormal An abnormal response to a stimulus applied to the sensory components of the nervous system. This may take the form of increased, decreased, or absent reflexes.	2.13	1

n-(1-adamantyl)-1-(5-fluoropentyl)-1h-indazole-3-carboxamide

Description

Cross-References

Synonyms (37)

Research Excerpts

Toxicity

Drug Classes (2)

Research

Studies (11)

Market Indicators

Research Demand Index: 12.02

Study Types