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(4-Ethoxyphenyl)urea

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Name

(4-Ethoxyphenyl)urea

EINECS 150-69-6 [RN]
CAS No. 150-69-6 Density 1.199 g/cm3
PSA 64.35000 LogP 2.34920
Solubility Slightly soluble IN Water Melting Point 343-345 ° F
Formula C9H12 N2 O2 Boiling Point 299 °C at 760 mmHg
Molecular Weight 180.206 Flash Point 134.6 °C
Transport Information N/A Appearance N/A
Safety Human poison by ingestion. Moderately toxic experimentally by ingestion. Human systemic effects by ingestion: somnolence, hallucinations, distorted perceptions, and changes in motor activity. In adults 20 to 40 g produces dizziness, nausea, methemoglobinemia, cyanosis, and hypotension. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 150-69-6 (DULCIN) Hazard Symbols
Synonyms

Urea,(4-ethoxyphenyl)- (9CI); Urea, (p-ethoxyphenyl)- (8CI); (4-Ethoxyphenyl)urea;(p-Ethoxyphenyl)urea; 1-(4-Ethoxyphenyl)urea; 4-Ureidophenetole; Dulcin; Dulcin(sweetener); Dulcine; N-(4-Ethoxyphenyl)urea; NSC 1839; Phenetolcarbamide;Sucrol; Valzin; p-Phenetolcarbamide; p-Phenetylurea

Article Data 30

(4-Ethoxyphenyl)urea Chemical Properties

Molecular Formula: C9H12N2O2
Molar mass: 180.2038 g/mol
EINECS: 205-767-7
Density: 1.199 g/cm3
Flash Point: 134.6 °C
Index of Refraction: 1.59
Boiling Point: 299 °C at 760 mmHg
Vapour Pressure: 0.00123 mmHg at 25°C
Storage temp: 0-6°C
Appearance: White crystals
Structure of (4-Ethoxyphenyl)urea (150-69-6):
       
XLogP3-AA: 1
H-Bond Donor: 2
H-Bond Acceptor: 2
Systematic Name of (4-Ethoxyphenyl)urea (150-69-6): (4-Ethoxyphenyl)urea 
SMILES: O=C(N)Nc1ccc(OCC)cc1 
InChI: InChI=1/C9H12N2O2/c1-2-13-8-5-3-7(4-6-8)11-9(10)12/h3-6H,2H2,1H3,(H3,10,11,12) 
InChIKey: GGLIEWRLXDLBBF-UHFFFAOYAA 
Std. InChI: InChI=1S/C9H12N2O2/c1-2-13-8-5-3-7(4-6-8)11-9(10)12/h3-6H,2H2,1H3,(H3,10,11,12) 
Std. InChIKey: GGLIEWRLXDLBBF-UHFFFAOYSA-N

(4-Ethoxyphenyl)urea Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo oral 400mg/kg (400mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
BEHAVIORAL: MUSCLE WEAKNESS
GASTROINTESTINAL: NAUSEA OR VOMITING
Medizinische Klinik. Vol. 43, Pg. 105, 1948.
dog LDLo oral 1gm/kg (1000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1345, 1935.
mouse LD50 oral 700mg/kg (700mg/kg)   FAO Nutrition Meetings Report Series. Vol. 44A, Pg. 100, 1967.
mouse LDLo intraperitoneal 135mg/kg (135mg/kg) BEHAVIORAL: GENERAL ANESTHETIC
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 188, 1935.
rabbit LD50 oral 4gm/kg (4000mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 52, Pg. 215, 1956.
rat LD50 oral 3200mg/kg (3200mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 150, 1958.
women TDLo oral 600mg/kg (600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Medizinische Klinik. Vol. 43, Pg. 105, 1948.

(4-Ethoxyphenyl)urea Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 12 , 1976,p. 97.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) .

(4-Ethoxyphenyl)urea Safety Profile

Human poison by ingestion. Moderately toxic experimentally by ingestion. Human systemic effects by ingestion: somnolence, hallucinations, distorted perceptions, and changes in motor activity. In adults 20 to 40 g produces dizziness, nausea, methemoglobinemia, cyanosis, and hypotension. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.
 

Hazard Note: Irritant
Hazard Codes: Xi

(4-Ethoxyphenyl)urea Specification

 (4-Ethoxyphenyl)urea (150-69-6) also can be called p-Ethoxyphenylurea ; Phenetolcarbamide ; urea, N-(4-ethoxyphenyl)- , and, Dulcin .It is an example of an amide. Amides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Imides are less basic yet and in fact react with strong bases to form salts. Amides are very weak bases (weaker than water). That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

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