has asserted biological effecthas biological effect inferred from relation to entire parent compoundhas ChEBI IDhas PubChem IDhas biological effectis result of modificationis coingestant withhas functional parenthas inferred biological effecthas metabolitehas a namehas parthas potencyhas street namehas trade nameinvolves processis administered viais derivative ofis functional parent ofis a metabolite ofmetabolized bystructural isomer ofsubstrate oftrade name ofuses as a substituentAH_7563https://pubchem.ncbi.nlm.nih.gov/compound/16455045https://www.caymanchem.com/product/19335/helping-make-research-possibleAH-7921 is 7.5 times as potent as morphinehttps://pubchem.ncbi.nlm.nih.gov/compound/54448940AH_7959Consider m,p-dichlorobenzamidehttps://pubchem.ncbi.nlm.nih.gov/compound/54269004AH_8507https://pubchem.ncbi.nlm.nih.gov/substance/387130371AH_8529https://pubchem.ncbi.nlm.nih.gov/substance/387108493AH_8532https://pubchem.ncbi.nlm.nih.gov/substance/387183843AH_8533https://pubchem.ncbi.nlm.nih.gov/compound/SNC-121-DihydrochlorideSNC_121https://pubchem.ncbi.nlm.nih.gov/compound/6916035SNC_162https://pubchem.ncbi.nlm.nih.gov/compound/123924SNC_80https://pubchem.ncbi.nlm.nih.gov/compound/119029SNC_86Alternative name: N-Desmethyl U-47700https://pubchem.ncbi.nlm.nih.gov/compound/129390993https://www.caymanchem.com/product/21663/u-47109U_47109Wikipedia: https://en.wikipedia.org/wiki/Bromadolinehttps://pubchem.ncbi.nlm.nih.gov/compound/95560661U_47931EAlternative name: Deschloro U-47700https://pubchem.ncbi.nlm.nih.gov/compound/13544026U_48520https://en.wikipedia.org/wiki/U-77891https://pubchem.ncbi.nlm.nih.gov/compound/117071705U_77891alkenylation of 4 position on piperazinealkylation of 2 position on piperazinealkylation of 4 position on piperazinealkylation of 5 position on piperazinealkylation of primary amine on aminocyclohexanealkylation of secondary amide22ethyl groupethylation of primary amine on aminocyclohexaneethylation of secondary amidehttps://pubchem.ncbi.nlm.nih.gov/compound/137700166isopropyl U-47700isopropyl U_477001methylation of 2 position on piperazinemethylation of 4 position on piperazinemethylation of 5 position on piperazinemethylation of primary amine on aminocyclohexanemethylation of secondary amidemethylenedioxy groupmodification of 2 position on piperazinemodification of 4 position on piperazinemodification of 5 position on piperazinemodification of aminocyclohexanemodification of benzamidemodifiction of piperazinemodification of primary amine on aminocyclohexanemodification of secondary amidepropenyl grouppropenylation of 4 position on piperazinepropyl grouppropylation of 4 position on piperazine22,5-dimethyl-4-prop-2-enylpiperazine22,5-dimethyl-4-propylpiperazine123,4-dibromobenzamide23,4-dichlorobenzamidehttps://cdn.caymanchem.com/cdn/insert/22753.pdfhttps://pubchem.ncbi.nlm.nih.gov/compound/1395982373,4-methylenedioxy U-477003,4_methylenedioxy U_477001117.5 times morphinehttps://pubchem.ncbi.nlm.nih.gov/compound/119404046N,N-didesmethyl AH 7921N,N_didesmethyl AH_7921AH_7921Wikipedia: https://en.wikipedia.org/wiki/AH-7921https://pubchem.ncbi.nlm.nih.gov/compound/187760CYP enzymeChEBI IDpgp efflux pumpPubChem IDhttps://en.wikipedia.org/wiki/U-47700https://pubchem.ncbi.nlm.nih.gov/compound/13544016U_4770023349712https://pubchem.ncbi.nlm.nih.gov/compound/129392412https://www.caymanchem.com/product/21098/u-49900U_49900acetyl fentanyl is 10-15 times stronger than morphineacetyl groupWikipedia: https://en.wikipedia.org/wiki/AcetylfentanylWikipedia: https://en.wikipedia.org/wiki/Acrylfentanylacrylfentanyladdition of allyl group on position 3 of piperidine ringaddition of benzyl group on alpha position of ethyl chain of phenethyladdition of chlorine to meta and para positions on phenyl ring of anilinophenyladdition of methylformate at 4 position on piperdineaddition of dimethyl ether at 4 position on piperdineaddition of ester on position 4 of piperidine ringaddition of ethylcyclopropane2addition of fluorine to meta and para positions on phenyl ring of anilinophenylcyclization of alkyl chain of propanamide at alpha' position to furanyladdition of iso-methyl groupmodification of propanamide at alpha' position by addition of methyl groupaddition of methoxy group at beta' positionaddition of methoxy group to ortho position on phenyl ring of anilinophenyladdition of methyl group to ortho position on phenyl ring of anilinophenyladdition of phenyl group at 4 position on piperidineaddition of phenyl at beta' positionaddition of quinuclidin-3-yl at 4 position on piperidineakathisiaaddition of alkoxy to para position on phenyl ring of anilinophenylalkylation of 2 position on piperidinealkylation of 3 position on piperdinealkylation of 5 position on piperidineallyl group2Derivative of isonipecotic acid, a GABA A partial agonist.
Other name is the more descriptive 4-piperidine-carboxylic acid.
The H off the piperidine is substituted with an anilinophenethyl
The H iso to the N is substitued with a phenyl.
The carboxylic acid is converted to a methyl ester.NEEDS MORE CURATIONanilinophenyl with meta and para substitutionsanilinophenyl with meta substitutionanilinophenyl with ortho substitutionanilinophenyl with para substitutionanimal studybenzamideWikipedia: https://en.wikipedia.org/wiki/Benzodioxolefentanylhttps://en.wikipedia.org/wiki/Benzoylfentanylbenzoylfentanylhttps://en.wikipedia.org/wiki/Benzylfentanylbiological effectWikipedia: https://en.wikipedia.org/wiki/BrifentanilHonestly I have no idea yet how to curate this molecule.
The phenethyl component is shortened to a methyl, methylated, and the phenyl ring is halogenated yielding the substitution 4'-bromophenylethyl
The carboxamide and anilinophenyl parts are fused to a benzimidazol-2-one.
The piperidine portion is unscathed.NEEDS MORE CURATIONNEEDS MORE CURATIONbutyl-2-en-amideWikipedia: https://en.wikipedia.org/wiki/Butyrfentanylchange in length of alkyl chain of propanamidechange in length of ethyl chainFor each chemical entity:
1. Chemical Class
2. Xrefs
3. Clinical Effects
4. Metabolism (metabolites and processes it undergoes)
5. PGP pump substrates (if known)
1. What are other molecules with this similar structure?
2. What unique moieties or functional groups does this structure possess?
3. What symptoms are seen in overdose?
4. Are there active metabolites?
5. Is the molecule a substrate for the PGP pump?
6. Are there any treatments beyond the 0.4 mg IV naloxone reported to be necessary to treat overdose?
7. What NSOs have effects beyond opioids?chemical entitychemical processaddition of chlorine to para position on phenyl ring of anilinophenylcyclization of alkyl chaincyclopentane carboxamidecyclopropane carboxamidedecrease in length of alkyl chain of propanamidedecrease in ventilationdehydration of alcoholdesaturation of alkyl chaindesaturation of alkyl chain from propanamide to propenamidedesaturation of alkyl chain on propanamidedimethyl etherduration of actiondecrease in lengthy of akyl chain from two carbons to one carbonincrease in length of alkyl chain from two carbons to three carbonseuphoriafluorination of 2 position on piperidinefluorination of 3 position on piperidineaddition of fluorine to meta position on phenyl ring of anilinophenyladdition of fluorine to ortho position on phenyl ring of anilinophenyladdition of fluorine to para position on phenyl ring of anilinophenylfuran carboxamideI don't know what the important of this chenmical is yet. 8/4/2020.NEEDS MORE CURATIONfuranyl 4-methyleneglorbhalogenation of 2 position on piperidinehalogenation of 3 position on piperidineaddition of halogen to meta- and para- positions on phenyl ring of anilinophenyladdition of halogen to meta position on phenyl ring of anilinophenyladdition of halogen to ortho position on phenyl ring of anilinophenyladdition of halogen to para position on phenyl ring of anilinophenylfluorination of 2' position on phenyl ring of phenethylhydroxy groupaddition of hydroxy group to para position on phenyl ring of anilinophenylhyperalgesiahypertensionincrease in length of alkyl chain of propanamideincrease in length of alkyl chain of propanamide from three carbons to five carbonsincrease in length of alkyl chain of propanamide from three carbons to four carbons and desaturation of carbon bondsincrease in ventilationThis set is the output of the DL Query "has part some benzamide".
I created it because it was not clear to me how to replicate this query in SPARQL.
I intend for this class to be used to populate the list of subtances used in the frontend.Inferred Benzamide Derviativesisopropyl groupitchingincrease in length of ethyl chainmaoi inhibitionChecklist for each chemical:
- trade name
- uses SLC infflux (not for [7/14/2020], couldn't find enough data)
- what functional groups
- is subject to PGP efflux
- has metabolite
- experiences compared to
- has reported effects
- has reported route of administration
- has reported congestants
- references to other databases
- hepatic metabolismCitation for PGP efflux inhibition: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5725546/methylation of alpha position on ethyl chainmethoxy groupI could find no experiences online, Erowide or otherwise.Wikipedia: https://en.wikipedia.org/wiki/Methoxyacetylfentanylmethoxylation of C3 hydroxyladdition of methoxy group to para position on phenyl ring of anilinophenylmethyl acetamide ethermethyl groupmethylation of beta position on ethyl chain of phenethylmethylation of 2 position on piperidinemethylation of 5 position on piperidinemiosisAntagonizes alfentanil at low doses?
France, CP; Winger, G; Medzihradsky, F; Seggel, MR; Rice, KC; Woods, JH (Aug 1991). "Mirfentanil: pharmacological profile of a novel fentanyl derivative with opioid and nonopioid effects". Journal of Pharmacology and Experimental Therapeutics. 258 (2): 502–10. PMID 1650830.modification of ethyl chainmodification of meta position on phenyl ring of anilinophenylmodification of propanamide at alpha' positionmodification of propanamide at beta' positionmodification of 2 position on piperidinemodification of 3 position on piperidinemodification of 4 position on piperidinemodification of 5 position on piperidinemodification of C3modification of C6modification of anilinophenylmodification of propanamidemodification of meta- and para- positions on phenyl ringmodification of ortho position on phenyl ring of anilinophenylmodification of para position on phenyl ringmodification of phenanthrenemodification of phenethylmodification of piperidinemodification on iso positionmu opioid receptormyoclonusnauseaI could find no experiences online, Erowid or otherwise.Wikipedia: https://en.wikipedia.org/wiki/OcfentanilI could find no experiences online, Erowid or otherwise.Wikipedia: https://en.wikipedia.org/wiki/Ohmefentanylonset of actionI could find no experiences online, Erowid or otherwise.Wikipedia: https://en.wikipedia.org/wiki/Orthofluorofentanyloxidation of C6 hydroxyl to ketonep-methoxyanilinophenylpara-fluorofuranylfentanylpharmacokinetic propertyphenanthrenephenethyl with modification to alpha and beta positionsphenethyl with modification to alpha positionphenethyl with modification to alpha position and phenyl ringphenethyl with modification to beta positionphenethyl with modification to beta position and phenyl ringphenylacetic acidphysical effect of drug actionpink heroinpiperidine with ring opened at 2 positionpropenamideprotein entitySeems pushing it to say that a pyrrole is a type of anilinereduction of double bond between C7 and C8substitution of phenyl part of anilinophenyl with pyrroledecrease in length of alkyl chain of propanamide from three carbons to two carbonsreplacement of phenyl groupreplacement of phenyl group with 4-ethyl-5-oxo-tetrazolereplacement of phenyl group with oxatetrazolereplacement of phenyl group with substituted oxatetrazolecyclization of alkyl chain of propanamide at alpha' position to phenylroute of administrationseizuresdecrease in length of ethyl chainsolute carrier proteinsomnolencesource of informationreplacement of phenyl group with indolesubstance namereplacement of phenethyl with propanoatesubstituted benzamidesubstitution of phenyl part of anilinophenyl with diazinesubstitution of anilinophenyl with pyrazinereplacement of phenyl group with thenyl groupreplacement of phenyl group with furanylreplacement of phenyl group with thiopheneaddition of isopropyl group to ortho position on phenyl ring of anilinophenyltachycardiapassing over this for now. On 8/15 I am unsure how to classify this. It's somewhere in between the phenethyl part of fentanyl and a phenethylamine.tetrahydrofuran carboxamidetetramethylcyclopropane carboxamidethenyl groupThere is no information on Wikipedia or Erowid about this substance.unknown knowledgeα-methyl-β-hydroxyfentanylα-methylacetylfentanylα-methylbutyrfentanylα-methylthiofentanylThere are no Wikipedia or Erowid articles on this chemical.β-hydroxy-4-methylfentanylhttps://en.wikipedia.org/wiki/Betahydroxyfentanylβ-hydroxyfentanylhttps://en.wikipedia.org/wiki/Betahydroxyfentanylβ-methylfentanyl0.02 times fentanyl0.2 times fentanyl1,3-benzodioxole carboxamide1-methyl-4-ethyl-oxatetrazole10-15 times morhpine10-15 times fentanylhttps://pubchem.ncbi.nlm.nih.gov/compound/133866codeine2Related Article: https://onlinelibrary.wiley.com/doi/full/10.1002/dta.2264?casa_token=WvoREBzqMusAAAAA%3Awdv4sHDYlTg_70CSHmfBfOw1IQYsmK1wlqVdU_q8JcHn4EZ8iIrd0NsXRV6Ot2qVn41Ca4v85sOOCtIWikipedia: https://en.wikipedia.org/wiki/2,2%27-Difluorofentanyl2,2'-difluorofentanylI could not find any Erowid entries on this, or any other direct user experiences.Wikipedia: https://en.wikipedia.org/wiki/Phenaridine2,5-dimethylfentanyl22-fluoro-5-methylpiperidine2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine (EDDP)alfentanilNo information on Wikipedia or Erowid3,4-dichloro-4'-methoxyfentanylPubChem: https://pubchem.ncbi.nlm.nih.gov/compound/133866Wikipedia: https://en.wikipedia.org/wiki/3-Allylfentanyl3-allylfentanyl3-furanylfentanyl is 0.2 times as potent as fentanylWikipedia: https://en.wikipedia.org/wiki/3-Methylbutyrfentanyl3-methylbutyrfentanylWikipedia: https://en.wikipedia.org/wiki/3-Methylfentanyl3-methylfentanyl3-methylfentanyl is 10-15 times stronger than fentanylhttps://link.springer.com/article/10.1208/s12248-017-0070-zWikipedia: https://en.wikipedia.org/wiki/3-Methylthiofentanyl3-methylthiofentanylWikipedia: https://en.wikipedia.org/wiki/3-Phenylpropanoylfentanyl3-phenylpropanoylfentanylIs designed to target only inflamed tissue. The creators argue that halogenation increases the selectivity for inflamed tissue.
Halford B (2017). "An opioid minus major side effects". Chemical & Engineering News. 95 (10): 8.PubChem: https://pubchem.ncbi.nlm.nih.gov/compound/621847Wikipedia: https://en.wikipedia.org/wiki/NFEPP3-fluorofentanylI could find no experiences online, Erowide or otherwise.Wikipedia: https://en.wikipedia.org/wiki/Furanylfentanyl3-furanylfentanylNothing on Wikipedia, Erowid, or Psychonaut3-methylfuranylfentanyl24,5-epoxymorphinan ring24-fluorofentanylWikipedia: https://en.wikipedia.org/wiki/4-Methoxybutyrfentanyl4-methoxybutyrfentanylWikipedia: https://en.wikipedia.org/wiki/4-Methylphenethylacetylfentanyl4-methylphenethylacetylfentanylWikipedia: https://en.wikipedia.org/wiki/4-Phenylfentanyl4-phenylfentanylWikipedia: https://en.wikipedia.org/wiki/4-Chloroisobutyrylfentanyl4-chloroisobutyrylfentanylWikipedia: https://en.wikipedia.org/wiki/4-Fluorobutyrfentanyl4-fluorobutyrfentanylWikipedia: https://en.wikipedia.org/wiki/4-Fluoroisobutyrfentanyl4-fluoroisobutyrfentanyl400-600 times morphinehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=61092identified for 3-methylfentanylcyclization of alkyl chain of propanamide at alpha' position to benzodioxoleincrease in length of alkyl chain of propanamide from three carbons to four carbonscyclization of alkyl chain of propanamide at alpha' position to cyclopentylcyclization of alkyl chain of propanamide at alpha' position to cyclopropyladdition of methyl group at 4 position on piperidine ringaddition of methylethanoate at 4 position on piperidine ringcyclization of alkyl chain of propanamide at alpha' position to tetramethylcyclopropylphenylpropanamidebeta-hydroxylation of 2-phenethylcyclization of alkyl chain of propanamide at alpha' positioncyclization of alkyl chain on propanamide at alpha' position to tetrahydrofuranylfluorination of 4' position on phenyl ring of phenethylfluorination of beta' position on ethyl chain of phenthylhalogenation of 2' position on phenyl ring of phenethylhalogenation of 4' position on phenyl ring of phenethylhalogenation of beta position on ethyl chain of phenthylhydroxylation of 4' position on phenyl ring of phenethylhydroxylation of beta position on ethyl chainincrease in length of alkyl chain of propanamide from three carbons to four carbons and desaturation of carbon bond between alpha' and beta' carbons2m,p-dichloroanilinophenyl2NEEDS FURTHER ANNOTATION OF HALOGENATIONNeed to annotate m,p substitution. Seems a bit odd, although possibly intelligent, that this is lumped under propanamide.2m,p-difluoroanilinophenylmethoxylation of 4' position on phenyl ring of phenethylmethylation of 3 position on piperidinemethylation of 4' position on phenyl ring of phenethylmodification of 2' position on phenyl ring of phenethylmodification of 4' position on phenyl ring of phenethylmodification of alpha position on ethyl chainmodification of beta position on ethyl chainopening of ring at 2 positionortho-isopropylfuranylfentanylortho-methoxyfuranylfentanylortho-methylfuranylfentanylpara-chlorofuranylfentanylpara-hydroxy‐butyrylfentanylphenethyl with modification to 2' positionphenethyl with modification to 4' positionpyrazine (1,4-diazine)pyrimidine (1,3-diazine)single desaturation of alkyl chain between alpha' and beta' carbonsreplacement of phenyl group with 5-oxo-4,5-dihydro-1H-tetrazol-1-ylα-methylfentanyl400-600 times morphine