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Phenacetin

Indications and Usage Mechanisms of Action Side Effects
Phenacetin
Phenacetin structure
CAS No.
62-44-2
Chemical Name:
Phenacetin
Synonyms
Soma;Kafa;Dasin;Fenia;Tacol;Malex;Viden;Xaril;Anapac;Phenin
CBNumber:
CB6141828
Molecular Formula:
C10H13NO2
Formula Weight:
179.22
MOL File:
62-44-2.mol

Phenacetin Properties

Melting point:
133-136 °C(lit.)
Boiling point:
132 °C / 4mmHg
Density 
1.1248 (rough estimate)
refractive index 
1.5710
Flash point:
2℃
storage temp. 
2-8°C
form 
powder
pka
pKa 2.2(H2O) (Uncertain);3.5(aqueous acetone) (Uncertain)
color 
White
Water Solubility 
0.076 g/100 mL
Sensitive 
Hygroscopic
Merck 
14,7204
BRN 
1869238
Stability:
Stable. Incompatible with strong oxidizing agents, strong acids.
InChIKey
CPJSUEIXXCENMM-UHFFFAOYSA-N
CAS DataBase Reference
62-44-2(CAS DataBase Reference)
NIST Chemistry Reference
Acetamide, N-(4-ethoxyphenyl)-(62-44-2)
EPA Substance Registry System
Acetamide, N-(4-ethoxyphenyl)-(62-44-2)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  T,F
Risk Statements  45-22-20/21/22-36-11
Safety Statements  53-45-36/37-26-16
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
RTECS  AM4375000
TSCA  Yes
HS Code  29251995
Hazardous Substances Data 62-44-2(Hazardous Substances Data)
Toxicity LD50 orally in rats: 1.65 g/kg (Boyd)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H350 May cause cancer Carcinogenicity Category 1A, 1B Danger
Precautionary statements:
P201 Obtain special instructions before use.
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313 IF exposed or concerned: Get medical advice/attention.
P405 Store locked up.

Phenacetin price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 77440 Phenacetin ≥98.0% (HPLC) 62-44-2 1kg $126 2018-11-13 Buy
Sigma-Aldrich 1513005 Phenacetin United States Pharmacopeia (USP) Reference Standard 62-44-2 500mg $352.8 2018-11-20 Buy
TCI Chemical P1669 Phenacetin >99.0%(GC) 62-44-2 25g $17 2018-11-22 Buy
TCI Chemical P1669 Phenacetin >99.0%(GC) 62-44-2 500g $64 2018-11-22 Buy
Alfa Aesar A11200 4'-Ethoxyacetanilide, 97% 62-44-2 100g $21.8 2018-11-13 Buy

Phenacetin Chemical Properties,Uses,Production

Indications and Usage

Phenacetin is mainly used as an antipyretic analgesic, with slow and lasting effects, treating headaches, neuralgia, joint pain, and fever, and weakly resisting rheumatism and inflammation. Because of toxic side effects and the rapid development of similar drugs, however, it is no longer used alone, only as a raw material in combination with other drugs. Commonly combined with aspirin and caffeine to form a less toxic compound aspirin used to treat the common cold. Can make chlorpheniramine cold tablets by adding a small amount of chlorpheniramine to the above compound, used to treat colds with headache, neuralgia, rheumatism, etc. Can be used as a material for organic synthesis or a pharmaceutical intermediate.

Mechanisms of Action

On its own, phenacetin has no antipyretic or analgesic effects. In vivo, acetaminophen and paracetamol are metabolized and decomposed to create the antipyretic and analgesic effects. Its decomposites with ammonia and phenyl either not only have no antipyretic and analgesic effects, but also are major factors in its side effects.

Side Effects

Long term use may cause renal papillary necrosis and interstitial nephritis, and even induce renal pelvic cancer and bladder cancer. Phenacetin also makes the hemoglobin to form methemoglobin, decreasing blood oxygen carrying capacity, causing cyanosis. In addition, Phenacetin can cause hemolysis and hemolytic anemia, and is toxic to the retina. Long term use may cause also lead to dependence. Countries including America, Britain, German, and Japan have banned Phenacetin, or required packaging to note that it is “not indicated for long-term usage or large doses.”

Chemical Properties

Acetophenetidin is a fine, white, crystalline powder or solid. Odorless with a slightly bitter taste

Uses

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.

Uses

glycosylation inhibitor

Definition

ChEBI: A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen is substituted by a 4-ethoxyphenyl group.

brand name

[Names previously used: Acetophenetidin; Acetphenetidin.];292-comprimes 369, pulvules 3p bugesic;Acetylosal;Acifein;Acromas;Acropac;Algocratine;Alumidyne;Amypron;Amypylo-n;Angifebrine;Anodin;Antiflu des;Apadine;Apidin;Apracur;Arcin;Asceine;Ascophen;Ascthimindon;Asfeen;Ban-o-pain;Bexophene;Bromo quinina;Butal compound;Butorinal;Calmante muri;Capacetyl;Capramin;Caps dr knapp;Capsula dr. knapp;Ceachin;Cefinal;Cequinyl fort;Chloracet;Citramol;Codopyrin;Codral;Conta-schmerz;Coricidin f;Cotradol;Darvocomp-n;Darvon compuesto 65;Darvon n compuesto;Dentocaps;Dolafort;Dolomo;Doloxene comp forte, capsules;Dolviron;Doregrippin;Doscafis;Doviron;Drinacet;Estrifen;Femcaps;Fenascor;Fenbutal;Flexalgit;Florital;Fonal;Fridol;Friocellin;Funapann;Gripanidan;Harbureta;Hemagene taylor;Icn 65;Influenza tabs;Isollyl;Isomidon;Katagrip;Lekasin;Linarol;Manasul;Mardon;Migesic;Mironal;Monacet;Myolate;Neopyrine;Nevral vit b1 b6;Novacetol;Novosephalgin;Olfano;Omniadol;Papnin;Para-grip;Parametten;Pargesic compound;Pasadex;Pedigel;Phenacetine powder;Phenorial;Polypyrine;Poxy;Procomp-65;Prodigestan;Prodolor;Protension;Quadrochin;Rectoral;Refagan;Repro;Respritin;Rhinazol;Rinurel;Rinutan;Robaxisan-pm;Ron-drive;Rumicine;S antineuralgic;S fc;Sacadol;Sadaspir;Sedalmerck;Sk 65 compound caps.;Soma compound;Soma compuesto;Sonalgin;Spacin;Spasmindon;Spasmo-compralgyl;Synalogos-dc;T h;Tetrex-apc;Tetrracydin;Tiiomapirina;Tomapiena;Triplex;Uga-no;Vandar-65;Vasogesic;Vicks action 500;Zactirin compound-100.

World Health Organization (WHO)

Phenacetin, an aniline derivative, was introduced into medicine as an antipyretic over a century ago. It subsequently gained recognition as an analgesic and was available in many proprietary analgesic preparations. However, in the 1940s its habitual use was first implicated as the cause of methaemoglobinaemia and chronic haemolysis. Since 1950 there have been many reports published indicating that abusive use is associated with cumulative renal damage. Evidence also exists to suggest that it may have a carcinogenic potential. The drug has been withdrawn in many countries but may remain available in others. (Reference: (WHODI) WHO Drug Information, 1, 5, 1980)

General Description

Odorless fine white crystalline solid with a lightly bitter taste. Used as an analgesic medicine.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Phenacetin react with oxidizing agents, iodine and nitrating agents.

Fire Hazard

Flash point data for Phenacetin are not available but Phenacetin is probably combustible.

Safety Profile

Confirmed carcinogen producing tumors of the lildney and bladder. A human poison by an unspecified route. Poison by intravenous and possibly other routes. Moderately toxic by several routes. Human systemic effects by ingestion: cyanosis, liver damage, and methemoglobinemiacarboxyhemo-globinemia. Experimental teratogenic data. Other experimental reproductive effects. Mutation data reported. Chronic effects consist of weight loss, insomnia, shortness of breath, weakness, and often aplastic anemia. When heated to decomposition it emits toxic fumes of NOx,.

Potential Exposure

Phenacetin is used as an analgesic and antipyretic drug. It is used alone or in combination with aspirin and caffeine for mild to moderate muscle pain relief. Phenacetin has also been used as a stabilizer for hydrogen peroxide in hair bleaching preparations. A laboratory reagent. In veterinary medicine; it is used as an analgesic and antipyretic.

First aid

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In the case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation,ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

Crystallise it from H2O or EtOH, and its solubility in H2O is 0.08% (at ~10o) and 1.2% (at ~100o), and in EtOH it is 6.7% (at ~10o) and 36% (at ~100o). Alternatively it can be purified by solution in cold dilute alkali and re-precipitating by addition of acid to neutralisation point. Dry it in air. [Beilstein 13 H 461, 13 IV 1092.]

Incompatibilities

Oxidizing agents, iodine and nitrating agents.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible, return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged, and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Permanganate oxidation, microwave plasma treatment, alkaline hydrolysis or incineration.

Phenacetin Preparation Products And Raw materials

Raw materials

Preparation Products


Phenacetin Suppliers

Global( 260)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
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View Lastest Price from Phenacetin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-04-04 Phenacetin; Phenacetine; phenacitin; Fenacetina
62-44-2
US $20.00 / kg 1kg 99.9% 5 MT Hebei Guanlang Biotechnology Co., Ltd.
2019-01-21 phenacetin
62-44-0
US $20.00 / Kg 1Kg 99% 5000kg Hebei Chisure Biotechnology Co., Ltd.
2018-03-08 Phenacetin 62-44-2
62-44-2
US $200.00 / KG 10UG 99.8% 10MT Hubei XinRunde Chemical Co., Ltd.

Phenacetin Spectrum


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