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| CAS No.: | 150-69-6 |
|---|---|
| Name: | DULCIN |
| Article Data: | 30 |
| Molecular Structure: | |
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| Formula: | C9H12 N2 O2 |
| Molecular Weight: | 180.206 |
| 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 |
| EINECS: | 150-69-6 [RN] |
| Density: | 1.199 g/cm3 |
| Melting Point: | 343-345 ° F |
| Boiling Point: | 299 °C at 760 mmHg |
| Flash Point: | 134.6 °C |
| Solubility: | Slightly soluble IN Water |
| Hazard Symbols: |
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| 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. |
| PSA: | 64.35000 |
| LogP: | 2.34920 |
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Chemistry
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
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. |
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) .
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.gif){kind=small}
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).