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Postion:Product Catalog >Organic Chemistry>Amides>Amides>Phenacetin
Phenacetin
  • Phenacetin

Phenacetin

Price $10
Package 1kg
Min. Order: 1kg
Supply Ability: 1ton
Update Time: 2022-11-05

Product Details

Product Name: Phenacetin CAS No.: 62-44-2
EC-No.: 200-001-8 Min. Order: 1kg
Purity: 99.99% Supply Ability: 1ton
Release date: 2022/11/05
CAS Number62-44-2 Molecular Weight179.216
Density1.0±0.1 g/cm3Boiling Point323.6±44.0 °C at 760 mmHg
Molecular FormulaC10H13NO2Melting Point133-136 °C(lit.)
MSDSChinese USA Flash Point149.5±28.4 °C
SymbolArticle illustration Article illustration
GHS07, GHS08		Signal WordDanger

Phenacetin Biological Activity

 
Description Phenacetin is a non-opioid analgesic without anti-inflammatory properties, inhibits COX-3 activity.Target: COXPhenacetin is a pain-relieving and fever-reducing drug, Phenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy. the clinical and laboratory data were compatible with "phenacetin nephritis" as described in Europe and Australia and recently in the United States and Canada. This report evaluates the findings in the 23 cases and cautions against the use of phenacetin, particularly in patients with impaired renal function [1]. Phenacetin has been linked to renal papillary necrosis in human beings [2, 3].
Related Catalog
Research Areas >>       Inflammation/Immunology  
Target

COX-3:102 μM (IC50)
Solvent
In Vitro:

10 mM in DMSO
Solubility 1 mM5.5797 mL27.8987 mL55.7973 mL5 mM1.1159 mL5.5797 mL11.1595 mL10 mM0.5580 mL2.7899 mL5.5797 mL
Storage Powder-20°C3 years 4°C2 yearsIn solvent-80°C6 months -20°C1 month
Shipping Room temperature in continental US; may vary elsewhere
SMILES CC(NC1=CC=C(OCC)C=C1)=O
References

[1]. Chandrasekharan NV, et al. COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression. Proc Natl Acad Sci U S A. 2002 Oct 15;99(21):13926-31.

[2]. Brix, A.E., Renal papillary necrosis. Toxicol Pathol, 2002. 30(6): p. 672-4.

[3]. Dubach, U.C., B. Rosner, and T. Sturmer, 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. 324(3): p. 155-60.
Related Molecules 4-Acetamidophenol | Aspirin | Paradol | Ginsenoside Rg3 | Ginsenoside C-K | Xanthohumol | Ibuprofen | Diclofenac | NS-398 | Meloxicam | Flufenamic Acid | (-)-Epicatechin | Salicylic acid | ketoprofen | Naproxen
Chemical & Physical Properties
Density 1.0±0.1 g/cm3
Boiling Point 323.6±44.0 °C at 760 mmHg
Melting Point 133-136 °C(lit.)
Molecular Formula C10H13NO2
Molecular Weight 179.216
Flash Point 149.5±28.4 °C
Exact Mass 179.094635
PSA 38.33000
LogP 2.01
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.506
Stability Stable. Incompatible with strong oxidizing agents, strong acids.
Water Solubility 0.076 g/100 mL
 Toxicological Information
 
   

CHEMICAL IDENTIFICATION

  • RTECS NUMBER :

  • AM4375000

  • CHEMICAL NAME :

  • p-Acetophenetidide

  • CAS REGISTRY NUMBER :

  • 62-44-2

  • BEILSTEIN REFERENCE NO. :

  • 1869238

  • LAST UPDATED :

  • 199709

  • DATA ITEMS CITED :

  • 77

  • MOLECULAR FORMULA :

  • C10-H13-N-O2

  • MOLECULAR WEIGHT :

  • 179.24

  • WISWESSER LINE NOTATION :

  • 2OR DMV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

  • TYPE OF TEST :

  • LDLo - Lowest published lethal dose

  • ROUTE OF EXPOSURE :

  • Unreported

  • SPECIES OBSERVED :

  • Human - man

  • DOSE/DURATION :

  • 74 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 3600 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Intraperitoneal

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 634 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 866 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LC50 - Lethal concentration, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Inhalation

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 33900 mg/m3

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Intraperitoneal

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 540 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Subcutaneous

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 1625 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LDLo - Lowest published lethal dose

  • ROUTE OF EXPOSURE :

  • Intravenous

  • SPECIES OBSERVED :

  • Mammal - dog

  • DOSE/DURATION :

  • 260 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rabbit

  • DOSE/DURATION :

  • 2500 mg/kg

  • TOXIC EFFECTS :

  • Details of toxic effects not reported other than lethal dose value

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Subcutaneous

  • SPECIES OBSERVED :

  • Rodent - rabbit

  • DOSE/DURATION :

  • 1 gm/kg

  • TOXIC EFFECTS :

  • Behavioral - convulsions or effect on seizure threshold

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - guinea pig

  • DOSE/DURATION :

  • 1870 mg/kg

  • TOXIC EFFECTS :

  • Lungs, Thorax, or Respiration - respiratory depression

  • TYPE OF TEST :

  • LD50 - Lethal dose, 50 percent kill

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - hamster

  • DOSE/DURATION :

  • 1690 mg/kg

  • TOXIC EFFECTS :

  • Behavioral - ataxia Behavioral - coma Cardiac - pulse rate increase, without fall in BP

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 10 gm/kg/4W-I

  • TOXIC EFFECTS :

  • Blood - methemoglobinemia-carboxyhemoglobin Blood - changes in other cell count (unspecified) Blood - changes in erythrocyte (RBC) count

  • TYPE OF TEST :

  • TCLo - Lowest published toxic concentration

  • ROUTE OF EXPOSURE :

  • Inhalation

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 190 mg/m3/4H/30D-I

  • TOXIC EFFECTS :

  • Behavioral - alteration of classical conditioning Liver - liver function tests impaired

  • TYPE OF TEST :

  • TCLo - Lowest published toxic concentration

  • ROUTE OF EXPOSURE :

  • Inhalation

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 15 mg/m3/4H/17W-I

  • TOXIC EFFECTS :

  • Brain and Coverings - recordings from specific areas of CNS Kidney, Ureter, Bladder - proteinuria Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 16 gm/kg/43W-C

  • TOXIC EFFECTS :

  • Kidney, Ureter, Bladder - other changes in urine composition

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Mammal - cat

  • DOSE/DURATION :

  • 5625 mg/kg/9W-I

  • TOXIC EFFECTS :

  • Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count Related to Chronic Data - death

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human - woman

  • DOSE/DURATION :

  • 80 gm/kg/63Y-I

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human - man

  • DOSE/DURATION :

  • 57 gm/kg/47Y-I

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human

  • DOSE/DURATION :

  • 7300 mg/kg/Y-C

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 572 gm/kg/60W-C

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Sense Organs and Special Senses (Olfaction) - tumors Kidney, Ureter, Bladder - tumors

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 1008 gm/kg/96W-C

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Subcutaneous

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 19200 mg/kg/24W-I

  • TOXIC EFFECTS :

  • Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - mouse

  • DOSE/DURATION :

  • 484 gm/kg/96W-C

  • TOXIC EFFECTS :

  • Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human - man

  • DOSE/DURATION :

  • 27 gm/kg/10Y-I

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 9450 mg/kg/45W-C

  • TOXIC EFFECTS :

  • Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Rodent - rat

  • DOSE/DURATION :

  • 206 gm/kg/2Y-C

  • TOXIC EFFECTS :

  • Tumorigenic - equivocal tumorigenic agent by RTECS criteria Sense Organs and Special Senses (Ear) - effect, not otherwise specified Skin and Appendages - tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human

  • DOSE/DURATION :

  • 28 gm/kg/28Y-I

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human - man

  • DOSE/DURATION :

  • 126 gm/kg/25Y-I

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors

  • TYPE OF TEST :

  • TD - Toxic dose (other than lowest)

  • ROUTE OF EXPOSURE :

  • Oral

  • SPECIES OBSERVED :

  • Human - woman

  • DOSE/DURATION :

  • 140 gm/kg/13Y-I

  • TOXIC EFFECTS :

  • Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • DOSE :

  • 50336 mg/kg

  • SEX/DURATION :

  • male 17 week(s) pre-mating

  • TOXIC EFFECTS :

  • Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • DOSE :

  • 24 gm/kg

  • SEX/DURATION :

  • female 1-20 day(s) after conception

  • TOXIC EFFECTS :

  • Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • DOSE :

  • 6 gm/kg

  • SEX/DURATION :

  • female 1-20 day(s) after conception

  • TOXIC EFFECTS :

  • Reproductive - Specific Developmental Abnormalities - musculoskeletal system

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • DOSE :

  • 62920 mg/kg

  • SEX/DURATION :

  • male 22 week(s) pre-mating

  • TOXIC EFFECTS :

  • Reproductive - Paternal Effects - testes, epididymis, sperm duct

  • TYPE OF TEST :

  • TDLo - Lowest published toxic dose

  • ROUTE OF EXPOSURE :

  • Oral

  • DOSE :

  • 57200 mg/kg

  • SEX/DURATION :

  • male 20 week(s) pre-mating

  • TOXIC EFFECTS :

  • Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count)

  • TYPE OF TEST :

  • Micronucleus test

  • TYPE OF TEST :

  • DNA damage

  • TYPE OF TEST :

  • DNA damage

  • TYPE OF TEST :

  • Cytogenetic analysis

  • TYPE OF TEST :

  • Micronucleus test

  • TYPE OF TEST :

  • Micronucleus test

  • TYPE OF TEST :

  • DNA damage

  • TYPE OF TEST :

  • DNA inhibition

  • TYPE OF TEST :

  • Sister chromatid exchange

MUTATION DATA

  • TYPE OF TEST :

  • Sister chromatid exchange

  • TEST SYSTEM :

  • Rodent - hamster Lung

  • DOSE/DURATION :

  • 100 mg/L  

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