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| CAS No.: | 673-31-4 |
|---|---|
| Name: | Phenprobamate |
| Molecular Structure: | |
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| Formula: | C10H13 N O2 |
| Molecular Weight: | 179.219 |
| Synonyms: | 1-Propanol,3-phenyl-, carbamate (8CI); Benzenepropanol, carbamate (9CI); Carbamic acid,3-phenylpropyl ester (6CI,7CI); 3-Phenyl-1-propanol carbamate; 3-Phenylpropylcarbamate; Ansepron; Eirenal; Extacol; Gamaquil; MH 532; NSC 44682; NSC 50538;NSC 64270; Palmita; Phenprobamate; Proformiphen; Quamaquil; Spantol; Tranquil; g-Phenylpropyl carbamate |
| EINECS: | 211-606-1 |
| Density: | 1.103g/cm3 |
| Melting Point: | 101-104° |
| Boiling Point: | 349.5oC at 760 mmHg |
| Flash Point: | 183.1oC |
| Safety: | Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Used as a tranquilizer and muscle relaxant. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES and ESTERS. |
| PSA: | 52.32000 |
| LogP: | 2.41480 |
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| Conditions | Yield |
|---|---|
| With di-n-butyltin maleate In toluene at 90℃; for 4h; | 99% |
| Conditions | Yield |
|---|---|
| With di-n-butyltin maleate In toluene for 3h; Reflux; | 98% |
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid |
- 673-31-4
phenprobamate
| Conditions | Yield |
|---|---|
| With methanol; potassium carbonate In 1,2-dichloro-ethane Inert atmosphere; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1,2-dichloro-ethane / 5 h / 0 °C / Inert atmosphere 2: methanol; potassium carbonate / 1,2-dichloro-ethane / Inert atmosphere View Scheme |
- 673-31-4
phenprobamate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: potassium carbonate / diethyl ether / 12 h / 0 - 20 °C 2: tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; potassium carbonate / 12 h / 25 °C / Inert atmosphere; Irradiation View Scheme |
- 673-31-4
phenprobamate
| Conditions | Yield |
|---|---|
| With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; potassium carbonate at 25℃; for 12h; Inert atmosphere; Irradiation; | 30 %Spectr. |
- 673-31-4
phenprobamate
- 75927-49-0
pinacol vinylboronate
- 1000376-26-0
(3R)-3-(4',4',5',5'-tetramethyl-1',3',2’-dioxaborolanyl)-5-phenylpent-1-ene
| Conditions | Yield |
|---|---|
| Stage #1: phenprobamate With (2-methylpropyl)lithium In diethyl ether; hexane; cyclohexane at -78℃; for 5h; Stage #2: pinacol vinylboronate In diethyl ether; hexane; cyclohexane at -78℃; for 1h; Stage #3: With magnesium dibromide etherate In diethyl ether; hexane; cyclohexane at 20℃; for 16h; Reflux; enantioselective reaction; | 79% |
- 673-31-4
phenprobamate
- 83947-58-4
4,4,5,5-tetramethyl-2-[(1E)-prop-1-en-1-yl]-1,3,2-dioxaborolane
- 1428538-05-9
(2E,4R)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolanyl)-6-phenylhex-2-ene
| Conditions | Yield |
|---|---|
| Stage #1: phenprobamate With (2-methylpropyl)lithium In diethyl ether; hexane; cyclohexane at -78℃; for 5h; Stage #2: 4,4,5,5-tetramethyl-2-[(1E)-prop-1-en-1-yl]-1,3,2-dioxaborolane In diethyl ether; hexane; cyclohexane at -78℃; for 1h; Stage #3: With magnesium dibromide etherate In diethyl ether; hexane; cyclohexane at 20℃; for 16h; Reflux; enantioselective reaction; | 77% |
- 673-31-4
phenprobamate
| Conditions | Yield |
|---|---|
| With iodosylbenzene; (±)-trans-N,N′-1,2-cyclohexylenebis(4-nitrobenzylideneamine); tetrakis(acetonitrile)copper(I) hexafluorophosphate In acetonitrile at 45℃; Molecular sieve; Inert atmosphere; | 54% |
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Chemistry
IUPAC Name: Phenprobamate
The MF of Phenprobamate (673-31-4) is C10H13NO2.
The MW of Phenprobamate (673-31-4) is 179.22.
Synonyms of Phenprobamate (673-31-4): Quamaquil ; 1-Carbamoyloxy-3-phenylpropane ; 1-Propanol, 3-phenyl-, carbamate ; 3-Phenyl-1-propanol carbamate
Index of Refraction: 1.532
EINECS: 211-606-1
Density: 1.103 g/ml
Flash Point: 183.1 °C
Boiling Point: 349.5 °C
Uses
Phenprobamate (673-31-4) is the axial skeletal muscle relaxant used for the shoulders, stiff neck, lower back pain, limb pain, muscle pain after exercise, twisting contusion, rheumatoid arthritis, neuralgia, and other muscle cramps, often accompanied by tension in the disease.
Toxicity Data With Reference
| 1. | orl-rat LD50:1110 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 13 (1963),856. | ||
| 2. | ipr-rat LD50:275 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 123 (1959),140. | ||
| 3. | orl-mus LD50:840 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 12 (1962),340. | ||
| 4. | ipr-mus LD50:150 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 . | ||
| 5. | ivn-mus LD50:320 mg/kg | MEIEDD Merck Index. 10 (1983),1047. | ||
| 6. | orl-rbt LD50:1125 mg/kg | 27ZQAG Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,402. | ||
| 7. | ipr-rbt LD50:285 mg/kg | 27ZQAG Psychotropic Drugs and Related Compounds E. Usdin andD.H. Efron,2nd ed.,Washington, DC.: 1972,402. |
Safety Profile
Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Used as a tranquilizer and muscle relaxant. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES and ESTERS.