phenacetin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	2115	62-44-2

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: phenacetin acetophenetidin acetophenetidine acetophenetin acetphenetidin phenacetine phenazetin	A phenylacetamide that was formerly used in ANALGESICS but nephropathy and METHEMOGLOBINEMIA led to its withdrawal from the market. (From Smith and Reynard, Textbook of Pharmacology,1991, p431) Molecular weight: 179.22 Formula: C10H13NO2 CLOGP: 1.76 LIPINSKI: 0 HAC: 3 HDO: 1 TPSA: 38.33 ALOGS: -2 ROTB: 3

Molecule

Description

Molfile Inchi Smiles

Synonyms:

phenacetin
acetophenetidin
acetophenetidine
acetophenetin
acetphenetidin
phenacetine
phenazetin

A phenylacetamide that was formerly used in ANALGESICS but nephropathy and METHEMOGLOBINEMIA led to its withdrawal from the market. (From Smith and Reynard, Textbook of Pharmacology,1991, p431)

Molecular weight: 179.22
Formula: C10H13NO2
CLOGP: 1.76
LIPINSKI: 0
HAC: 3
HDO: 1
TPSA: 38.33
ALOGS: -2
ROTB: 3

Drug dosage:

Dose	Unit	Route
1.80	g	O

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	0.76 mg/mL	Bocci G, Oprea TI, Benet LZ
MRTD (Maximum Recommended Therapeutic Daily Dose)	278.99 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	25 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution)	1.40 L/kg	Lombardo F, Berellini G, Obach RS
CL (Clearance)	21 mL/min/kg	Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma)	0.47 %	Lombardo F, Berellini G, Obach RS
t_half (Half-life)	0.92 hours	Lombardo F, Berellini G, Obach RS

Approvals:

Date	Agency	Company	Orphan
Jan. 1, 1887	YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	N02BE03	NERVOUS SYSTEM ANALGESICS OTHER ANALGESICS AND ANTIPYRETICS Anilides
ATC	N02BE53	NERVOUS SYSTEM ANALGESICS OTHER ANALGESICS AND ANTIPYRETICS Anilides
ATC	N02BE73	NERVOUS SYSTEM ANALGESICS OTHER ANALGESICS AND ANTIPYRETICS Anilides
MeSH PA	D000700	Analgesics
MeSH PA	D018712	Analgesics, Non-Narcotic
MeSH PA	D002491	Central Nervous System Agents
MeSH PA	D018373	Peripheral Nervous System Agents
MeSH PA	D018689	Sensory System Agents
CHEBI has role	CHEBI:49110	peripheral nervous system drugs
CHEBI has role	CHEBI:73263	cyclooxygenase-3 inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

Disease	Relation	SNOMED_ID	DOID
Necrotizing enterocolitis in fetus OR newborn	contraindication	2707005
Suicidal thoughts	contraindication	6471006
Alcoholism	contraindication	7200002
Hyperammonemia	contraindication	9360008
Peptic ulcer	contraindication	13200003	DOID:750
Chronic obstructive lung disease	contraindication	13645005	DOID:3083
Hepatic encephalopathy	contraindication	13920009	DOID:13413
Depressive disorder	contraindication	35489007
Hypertensive disorder	contraindication	38341003	DOID:10763
Gastrointestinal ulcer	contraindication	40845000
Hyperactive behavior	contraindication	44548000
Conduction disorder of the heart	contraindication	44808001
Vitamin K deficiency	contraindication	52675005	DOID:11249
Nasal polyp	contraindication	52756005
Acute nephropathy	contraindication	58574008
Hepatic failure	contraindication	59927004
Substance abuse	contraindication	66214007
Agoraphobia	contraindication	70691001	DOID:593
Hepatic coma	contraindication	72836002	DOID:12550
Sleep apnea	contraindication	73430006	DOID:0050847
Factor II deficiency	contraindication	73975000
Reye's syndrome	contraindication	74351001	DOID:14525
Gastrointestinal hemorrhage	contraindication	74474003
Thrombotic thrombocytopenic purpura	contraindication	78129009	DOID:10772
Gout	contraindication	90560007	DOID:13189
Kidney disease	contraindication	90708001	DOID:557
Hemophilia	contraindication	90935002
Anemia due to enzyme deficiency	contraindication	111577008
von Willebrand disorder	contraindication	128105004	DOID:12531
Seizure disorder	contraindication	128613002
Obsessive-compulsive disorder	contraindication	191736004	DOID:10933
Insomnia	contraindication	193462001
Impaired renal function disorder	contraindication	197663003
Disease of liver	contraindication	235856003	DOID:409
Sleep automatism	contraindication	247962006
Anemia	contraindication	271737000	DOID:2355
Pregnancy, function	contraindication	289908002
Thrombocytopenic disorder	contraindication	302215000	DOID:1588
Neutropenic disorder	contraindication	303011007	DOID:1227
Panic disorder	contraindication	371631005	DOID:594
Respiratory insufficiency	contraindication	409623005
Breastfeeding (mother)	contraindication	413712001
Myocardial ischemia	contraindication	414795007	DOID:3393
Myocardial infarction in recovery phase	contraindication	418044006
Porphyria	contraindication	418470004
Acute erosive gastritis	contraindication	444926003
Acute exacerbation of asthma	contraindication	708038006

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Prostaglandin G/H synthase 1	Enzyme	P23219	PGH1_HUMAN					WOMBAT-PK

External reference:

ID	Source
4020336	VUID
N0000148179	NUI
D00569	KEGG_DRUG
4020336	VANDF
C0031364	UMLSCUI
CHEBI:8050	CHEBI
N4E	PDB_CHEM_ID
CHEMBL16073	ChEMBL_ID
DB03783	DRUGBANK_ID
D010615	MESH_DESCRIPTOR_UI
4754	PUBCHEM_CID
412	INN_ID
7402	IUPHAR_LIGAND_ID
ER0CTH01H9	UNII
8113	RXNORM
NOCODE	MMSL
001606	NDDF

Pharmaceutical products:

None