Prodrug Information
| Prodrug General Information | Top | |||||
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| Prodrug ID |
DG05OU
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| Prodrug Name |
Propacetamol
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| Synonyms |
Propacetamolum [Latin]; UNII-5CHW4JMR82; Propacetamol [INN]; EINECS 266-390-1; 5CHW4JMR82; Propacetamolum; Propacetamol [INN:BAN]; (4-acetamidophenyl) 2-(diethylamino)acetate; DSSTox_CID_31589; DSSTox_RID_97473; DSSTox_GSID_57800; SCHEMBL26155; CHEMBL1851805; DTXSID3057800; CHEBI:135089; BCP13498; Tox21_113811; ZINC55161176; AKOS015890722; DB09288; NCGC00253689-01; 4-acetamidophenyl 2-(diethylamino)acetate; K087; LS-72454; CAS-66532-85-2; FT-0630766; 32P852; D07294; Q907888
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| Indication | Osteoarthritis pain [ICD-11: MG30.31] | Investigative | [1] | |||
| Activation |
Prodrug 
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Parent Drug 
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| 2D MOL 3D MOL | 2D MOL 3D MOL | |||||
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(1) Bioconversion Enzyme:
Esterase in plasma
(EC 3.1)
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[1] | |||||
| Prodrug Strategy |
Classical prodrug strategy
[Carrier linked prodrug]
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| Improved property |
Increase solubility
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[2] | ||||
| Description |
APAP prodrug propacetamol is water soluble and usually injected directly while APAP is relatively insoluble and can only be taken orally.
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[2] | ||||
| Formula |
C14H20N2O3
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| Canonical SMILES |
CCN(CC)CC(=O)OC1=CC=C(C=C1)NC(=O)C
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| InChI |
1S/C14H20N2O3/c1-4-16(5-2)10-14(18)19-13-8-6-12(7-9-13)15-11(3)17/h6-9H,4-5,10H2,1-3H3,(H,15,17)
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| InChIKey |
QTGAJCQTLIRCFL-UHFFFAOYSA-N
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| CAS Number |
CAS 66532-85-2
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| PubChem Compound ID | ||||||
| ChEBI ID |
CHEBI:135089
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| Parent Drug General Information | Top | |||||
|---|---|---|---|---|---|---|
| Parent Drug ID |
DMYI26
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| Parent Drug Name |
Paracetamol
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| Synonyms |
4'-Hydroxyacetanilide; 4-(Acetylamino)phenol; 4-(N-Acetylamino)phenol; 4-Acetamidophenol; 4-Acetamino phenol; 4-Acetaminophenol; 4-Hydroxyacetanilide; 4-Hydroxyanilid kyseliny octove; 4-acetamido phenol; 4-acetamido-phenol; 4-acetominophenol; 4-acetylaminophenol; A-Per; ANEXSIA 10/660; APAP; Abenol; Abensanil; Abrol; Abrolet; Acamol; Accu-Tap; Acenol; Acertol; Aceta Elixir; Aceta Tablets; Acetaco; Acetagesic; Acetalgin; Acetaminofen; Acetamol; Acetavance; Acetofen; Acetominophen; Actamin; Actimol; Afebrin; Afebryl; Aferadol; Algesidal; Algina; Algomol; Algotropyl; Alvedon; Amadil; Aminofen; Aminofen Max; Anacin-3; Anadin dla dzieci; Anaflon; Analter; Anapap; Andox; Anelix; Anexsia; Anhiba; Antidol; Anuphen; Apacet; Apadon; Apamid; Apamide; Apitrelal; Apo-Acetaminophen; Arfen; Arthralgen; Asetam; Asomal; Aspac; Aspirin-Free Anacin; Aspirin-Free Excedrin Caplets; Asplin; Atasol; Atralidon; Babikan; Bacetamol; Banesin; Ben-u-ron; Benmyo; Bickie-mol; Biocetamol; CHEMBL112; Cadafen; Calapol; Calmanticold; Calonal; Calpol; Captin; Causalon; Cefalex; Cetadol; Citramon P; Claradol Codeine; Claratal; Clixodyne; Cod-Acamol Forte; Codabrol; Codalgin; Codapane; Codicet; Codisal; Codisal Forte; Codoliprane; Cofamol; Conacetol; Contra-Schmerz P; Coricidin; Coricidin D; Coricidin Sinus; Cosutone; Croix Blanche; Cuponol; Curadon; Curpol; Custodial; D oliprane; DDS-06A; Dafalgan; Dafalgan Codeine; Daga; Dapa X-S; Daphalgan; Darocet; Darvocet; Darvocet-N; Datril; Datril Extra-Strength; Daygrip; Demilets; Deminofen; Democyl; Demogripal; Desfebre; Dhamol; Dial-A-Gesic; Dial-alpha-gesic; Dimindol; Dirox; Disprol; Dol-Stop; Dolcor; Dolefin; Dolegrippin; Dolgesic; Doliprane; Dolko; Dolofugin; Doloreduct; Dolorfug; Dolorstop; Dolotec; Dolprone; Dorocoff; Dristan Cold No Drowsiness; Dristancito; Drixoral Sinus; Duaneo; Dularin; Duorol; Duracetamol; Durapan; Dymadon; Dypap; Ecosetol; Elixodyne; Empracet; Endecon; Enelfa; Eneril; Eu-Med; Excipain; Exdol; Fanalgic; Farmadol; Febranine; Febrectal; Febrectol; Febrex; Febricet; Febridol; Febrilix; Febrin; Febrinol; Febro-Gesic; Febrolin; Fendon; Fensum; Fepanil; Fevor; Finimal; Finiweh; Flexsure; Fluparmol; Fortalidon P; Freka-cetamol; Gattaphen T; Gelocatil; Geluprane; Genebs Extra Strength Caplets; Genebs Regular Strength Tablets; Genebs X-Tra; Geralgine-P; Grippostad; Gynospasmine; Hedex; Helon N; Homoolan; Hy-Phen; IV-APAP; Ildamol; Inalgex; Infadrops; Influbene N; Injectapap; Intensin; Janupap; Jin Gang; Kataprin; Kinder Finimal; Korum; Kratofin simplex; Labamol; Lekadol; Lemgrip; Lemsip; Lestemp; Liqiprine; Liquagesic; Lonarid; Lonarid Mono; Lupocet; Lyteca; Lyteca Syrup; Magnidol; Malex N; Malgis; Malidens; Maxadol; Medinol Paediatric; Medocodene; Melabon Infantil; Mexalen; Midol Teen Formula; Migraleve Yellow; Minafen; Minoset; Miralgin; Momentum; Mono Praecimed; Multin; N-(4-Hydroxyphenyl)acetamide; N-(4-Hydroxyphenyl)acetamide (Tylenol); N-(4-Hydroxyphenyl)acetanilide; N-(4-hydroxyfenyl)ethanamid; N-(4-hydroxyphenyl)-acetamide; N-(4-hydroxyphenyl)ethanamide; N-Acetyl-4-aminophenol; N-Acetyl-p-aminophenol; N-acetyl para aminophenol; N-acetyl-4-hydroxyaniline;; N-acetyl-para-aminophenol; NEBS; Naldegesic; Napafen; Naprinol; Nealgyl; Neo-Fepramol; NeoCitran; Neodol; Neodolito; Neopap; Neotrend; Neuridon; NilnOcen; Nina; No-Febril; Nobedon; Nodolex; Noral; Ofirmev; Oltyl; Oralgan; Oraphen-PD; Ortensan; Oxycocet; PCM Paracetamol Lichtenstein; Paceco; Pacemo; Pacemol; Pacet; Pacimol; Paedialgon; Paedol; Painex; Paldesic; Pamol; Panacete; Panadeine; Panadeine Co; Panadiene; Panado-Co; Panadol; Panale ve; Panaleve; Panamax; Panasorb; Panasorbe; Panets; Panex; Panodil; Panofen; Pantalgin; Para-Suppo; Para-Tabs; Paracemol; Paracenol; Paracet; Paracetamol; Paracetamole; Paracetamolo; Paracetanol; Paracetol; Paracin; Paracod; Paracodol; Parador; Paradrops; Parakapton; Parake; Paralen; Paralief; Paralink; Paralyoc; Paramol; Paramolan; Paranox; Parapan; Parasedol; Parasin; Paraspen; Parcetol; Parelan; Parmol; Parogal; Paroma; Pasolind; Pasolind N; Pe-Tam; Pediapirin; Pediatrix; Pedric; Percocet-5; Percocet-Demi; Percogesic with Codeine; Perdolan Mono; Perfalgan; Phenaphen Caplets; Phenaphen W/Codeine; Phendon; Phenipirin; Phogoglandin; Pinex; Piramin; Pirinasol; Plicet; Polmofen; Predimol; Predualito; Prodol; Prompt; Prontina; Propacet; Proxyphene/Acetamine; Puernol; Pulmofen; Pyregesic-C; Pyrigesic; Pyrinazine; Pyromed; Quiet World; Redutemp; Reliv; Remedol; Resfenol; Resprin; Rivalgyl; Robigesic; Rockamol Plus; Rounox; Roxicet 5/500; RubieMol; Rubophen; Rupemol; SK-Apap; Salzone; Sanicet; Sanicopyrine; Scanol; Scentalgyl; Scherzatabletten Rezeptur 534; Schmerzex; Sedalito; Semolacin; Servigesic; Seskamol; Setakop; Setamol; Setol; Sifenol; Sinaspril; Sinedol; Sinmol; Sinubid; Snaplets-FR; Spalt N; Stanback; Stopain; Sudafed Sinus; Sunetheton; Supac; Supadol mono; Supofen; Suppap; Supramol-M; Tabalgin; Tachiprina; Talacen; Tapar; Tazamol; Temlo; Tempanal; Tempra; Termacet; Termalgin; Termalgine; Termofren; TheraFlu; Tiffy; Titralgan; Toximer P; Tralgon; Treupel N; Treupel mon; Treuphadol; Triaminic Sore Throat Formula; Tricoton; Tussapap; Ty lenol; Tylenol; Tylex; Tylex CD; Tylol; Tylox; Tymol; Upsanol; Utragin; Valadol; Valgesic; Valorin; Valorin Extra; Veralgina; Vermidon; Verpol; Viclor Richet; Vicodin; Vips; Viruflu; Vivimed; Volpan; Wygesic; Zatinol; Zolben; Zydone; acetaminophen; acetaminophene; acetaminophenol; acetominophene; n-acetyl-4-hydroxyaniline; p-(Acetylamino)phenol; p-Acetamidophenol; p-Acetaminophenol; p-Acetoaminophen; p-Acetylaminophenol; p-Hydroxyacetanilide; p-Hydroxyphenolacetamide; p-acetamido-Phenol; p-hydroxy-acetanilid; p-hydroxyacetoanilide
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| Formula |
C8H9NO2
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| Canonical SMILES |
CC(=O)NC1=CC=C(C=C1)O
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| InChI |
1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)
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| InChIKey |
RZVAJINKPMORJF-UHFFFAOYSA-N
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| CAS Number |
CAS 103-90-2
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| PubChem Compound ID | ||||||
| ChEBI ID |
CHEBI:46195
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| References | Top | |||||
|---|---|---|---|---|---|---|
| REF 1 | Propacetamol-Induced Injection Pain Is Associated with Activation of Transient Receptor Potential Vanilloid 1 Channels. J Pharmacol Exp Ther. 2016 Oct;359(1):18-25. | |||||
| REF 2 | Galangin Prevents Acute Hepatorenal Toxicity in Novel Propacetamol-Induced Acetaminophen-Overdosed Mice. J Med Food. 2015 Nov;18(11):1187-97. | |||||
| REF 3 | Paracetamol and cyclooxygenase inhibition: is there a cause for concern?. Ann Rheum Dis. 2012 Jan;71(1):20-5. | |||||
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