NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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N-(4-ethoxyphenyl)acetamide
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IUPAC Traditional name
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Brand Name
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Contradouleur
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Achrocidin
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Codempiral
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Commotional
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Contradol
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Synonyms
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Acetophenetidin
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Acetophenetidine
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Acetophenetin
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Acetphenetidin
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Phenacetin
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4-Acetophenetidide
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Phenacetin
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4'-Ethoxyacetanilide
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4-(Acetylamino)phenetole
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4-Ethoxy-1-acetylaminobenzene
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4-Ethoxyacetanilide
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4'-Ethoxyacetanilide
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Aceto-4-phenetidine
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Fenidina
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Fenina
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Kalmin
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N-Acetyl-4-ethoxyaniline
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N-Acetyl-p-ethoxyaniline
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N-Acetyl-p-phenetidine
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NSC 7651
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Pertonal
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Phenacetine
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Phenazetin
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Phenedina
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Phenidin
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Phenin
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p-Ethoxyacetanilide
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1-Acetyl-p-phenetidin
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4′-Ethoxyacetanilide
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N-(4-Ethoxyphenyl)acetamide
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p-Acetophenetidide
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Phenacetin
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N-(4-ethoxyphenyl)acetamide
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4'-乙氧基乙酰苯胺
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N-(4-乙氧苯基)乙酰胺
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乙酰乙氧基苯胺
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乙酰对氨基苯乙醚
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对乙氧基乙酰苯胺
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对乙酰乙氧基苯胺
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非那西丁
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CAS Number
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EC Number
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MDL Number
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Beilstein Number
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Merck Index
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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14.978987
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H Acceptors
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2
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H Donor
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1
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LogD (pH = 5.5)
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1.4100928
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LogD (pH = 7.4)
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1.4100928
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Log P
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1.4100928
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Molar Refractivity
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52.1328 cm3
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Polarizability
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19.564053 Å3
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Polar Surface Area
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38.33 Å2
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Rotatable Bonds
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3
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Lipinski's Rule of Five
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true
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Log P
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1.62
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LOG S
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-2.0
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Solubility (Water)
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1.78e+00 g/l
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DETAILS
DETAILS
DrugBank
Selleck Chemicals
Sigma Aldrich
TRC
DrugBank -
DB03783
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Item |
Information |
Drug Groups
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experimental; withdrawn |
Description
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Phenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy (damage to or disease of the kidney). |
Indication |
Used principally as an analgesic. |
Pharmacology |
Phenacetin was the first NSAID and fever reducer to go on the market. Its analgesic effects are due to its actions on the sensory tracts of the spinal cord. In addition, phenacetin has a depressant action of the heart, where it acts as a negative inotrope. It is an antipyretic, acting on the brain to decrease the temperature set point. It is also used to treat rheumatoid arthritis (subacute type), intercostal neuralgia, and some forms of ataxia. [Wikipedia] |
Affected Organisms |
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Humans and other mammals |
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References |
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Dubach UC, Rosner B, Sturmer T: An epidemiologic study of abuse of analgesic drugs. Effects of phenacetin and salicylate on mortality and cardiovascular morbidity (1968 to 1987) N Engl J Med. 1991 Jan 17;324(3):155-60.
[Pubmed]
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• |
Cochran AJ, Lawson DH, Linton AL: Renal papillary necrosis following phenacetin excess. Scott Med J. 1967 Jul;12(7):246-50.
[Pubmed]
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TAN GH, RABBINO MD, HOPPER J Jr: IS PHENACETIN A NEPHROTOXIN?A REPORT ON TWENTY-THREE USERS OF THE DRUG. Calif Med. 1964 Aug;101:73-7.
[Pubmed]
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• |
Brix AE: Renal papillary necrosis. Toxicol Pathol. 2002 Nov-Dec;30(6):672-4.
[Pubmed]
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External Links |
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DrugBank -
DB08243
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Drug information: experimental |
Selleck Chemicals -
S2577
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Research Area: Inflammation Biological Activity: Phenacetin is a non-opioid analgesic without anti-inflammatory properties. Its analgesic effects are due to its actions on the sensory tracts of the spinal cord. In addition, phenacetin has a depressant action on the heart, where it acts as a negative inotrope. Phenacetin is an antipyretic, acting on the brain to decrease the temperature set point. Phenacetin is also used to treat rheumatoid arthritis (subacute type) and intercostal neuralgia. [1][2]References on Phenacetin[1] http://en.wikipedia.org/wiki/Phenacetin, , [2] N Engl J Med. , 1991 Jan 17, 324(3):155-60 |
Sigma Aldrich -
A2500
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Biochem/physiol Actions CYP1A2 和 CYP2D6 的底物。 |
Sigma Aldrich -
235830
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Biochem/physiol Actions Substrate of CYP1A2 and CYP2D6. Packaging 5, 500 g in glass bottle |
Sigma Aldrich -
77440
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Biochem/physiol Actions Substrate of CYP1A2 and CYP2D6. Packaging 1 kg in poly bottle 50, 250 g in poly bottle |
Sigma Aldrich -
44207
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Biochem/physiol Actions Substrate of CYP1A2 and CYP2D6. |
Toronto Research Chemicals -
P294580
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Analgesic, antipyretic. Component of APC tablets, analgesic mixture also containing aspirin and caffeine. Phenacetin is reasonably anticipated to be a human carcinogen; analgesic mixtures containing Phenacetin are listed as known human carcinogens. |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Dubach UC, Rosner B, Sturmer T: An epidemiologic study of abuse of analgesic drugs. Effects of phenacetin and salicylate on mortality and cardiovascular morbidity (1968 to 1987) N Engl J Med. 1991 Jan 17;324(3):155-60. Pubmed
- • Brix AE: Renal papillary necrosis. Toxicol Pathol. 2002 Nov-Dec;30(6):672-4. Pubmed
- • Cochran AJ, Lawson DH, Linton AL: Renal papillary necrosis following phenacetin excess. Scott Med J. 1967 Jul;12(7):246-50. Pubmed
- • TAN GH, RABBINO MD, HOPPER J Jr: IS PHENACETIN A NEPHROTOXIN?A REPORT ON TWENTY-THREE USERS OF THE DRUG. Calif Med. 1964 Aug;101:73-7. Pubmed
- • Boyd, et al.: Toxicol. Appl. Pharmacol., 1, 240 (1959)
- • Dubach, C.U., et al.: N. Engl. J. Med., 308, 357 (1959)
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PATENTS
PATENTS
PubChem Patent
Google Patent