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Basic Information
| CAS No.: | 4764-17-4 |
|---|---|
| Name: | 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE |
| Article Data: | 28 |
| Molecular Structure: | |
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| Formula: | C10H13NO2 |
| Molecular Weight: | 179.219 |
| Synonyms: | Tenamphetamine;8-hydroxymethyl-1,2,3,5,6,7,8,9-octahydroindolizine;3,4-methylenedioxyamphetamine;rac-3,4-methylenedioxyamphetamine;3,4-methylenedioxyphenylisopropylamine; |
| Density: | 1.163g/cm3 |
| Melting Point: | 178-179 °C |
| Boiling Point: | 281.7°C at 760 mmHg |
| Flash Point: | 134.9°C |
| Safety: | Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. See also AMINES and BENZEDRINE. |
| PSA: | 44.48000 |
| LogP: | 2.00530 |
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Chemistry
Molecular formula: C10H13NO2
Molar mass: 179.22
Structure of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4):
Synonyms of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4): 1-(1,3-Benzodioxol-5-yl)-2-propanamine;alpha-methyl-1,3-benzodioxole-5-ethanamine;1,3-Benzodioxole-5-ethanamine, alpha-methyl-;alpha-methyl-3,4-(methylenedioxy)-phenethylamin;alpha-methyl-3-benzodioxole-5-ethanamine;alpha-Methyl-3,4-(methylenedioxy)phenethylamine;mda(pharmaceutical);Methylenedioxyamphetamine.
Molar mass: 179.22
Structure of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4):
Synonyms of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4): 1-(1,3-Benzodioxol-5-yl)-2-propanamine;alpha-methyl-1,3-benzodioxole-5-ethanamine;1,3-Benzodioxole-5-ethanamine, alpha-methyl-;alpha-methyl-3,4-(methylenedioxy)-phenethylamin;alpha-methyl-3-benzodioxole-5-ethanamine;alpha-Methyl-3,4-(methylenedioxy)phenethylamine;mda(pharmaceutical);Methylenedioxyamphetamine.
History
1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) was first synthesized by G. Mannish and W. Jacobson in 1910.
Researchers have investigated many possible uses in the past,but there are no currently accepted medical uses for 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4).
1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) was first ingested in July of 1930 by Gordon Alles who then licensed the drug to Smith Kline and French.
1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) was first used in animal tests in 1939, and human trials began in 1941 in the exploration of possible therapies for Parkinson's disease. More than 500 human subjects were given 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) in an investigation of its potential use as an antidepressant and/or anorectic by Smith, Kline & French from 1949 to 1957. The United States Army also experimented with the drug. MDA was patented as a cough suppressant by H. D. Brown in 1958 and as an anorectic in 1961.
Researchers have investigated many possible uses in the past,but there are no currently accepted medical uses for 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4).
1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) was first ingested in July of 1930 by Gordon Alles who then licensed the drug to Smith Kline and French.
1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) was first used in animal tests in 1939, and human trials began in 1941 in the exploration of possible therapies for Parkinson's disease. More than 500 human subjects were given 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) in an investigation of its potential use as an antidepressant and/or anorectic by Smith, Kline & French from 1949 to 1957. The United States Army also experimented with the drug. MDA was patented as a cough suppressant by H. D. Brown in 1958 and as an anorectic in 1961.
Uses
Although it's inexpensive ,1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) is readily available as a research chemical from several scientific supply houses .
Production
Synthesis of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) is to turn safrole into isosafrole via isomerization.
The most common route of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) is by starting from piperonal, and condensing it with nitroethane, then with a suitable reducing agent The resulting nitro-isosafrole can be reduced to 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) .
The most common route of 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) is by starting from piperonal, and condensing it with nitroethane, then with a suitable reducing agent The resulting nitro-isosafrole can be reduced to 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) .
Toxicity Data With Reference
| 1. | orl-mus LD50:13,300 µg/kg | CTOXAO Clinical Toxicology. 6 (1973),193. | ||
| 2. | ipr-mus LD50:82,300 µg/kg | CTOXAO Clinical Toxicology. 6 (1973),193. | ||
| 3. | ivn-mus LD50:31,100 µg/kg | TRBMAV Texas Reports on Biology and Medicine. 33 (1975),610. |
Safety Profile
Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. See also AMINES and BENZEDRINE.
Specification
In 1970, in the United States, placing 1-(1,3-BENZODIOXOL-5-YL) PROPAN-2-AMINE(4764-17-4) was placed into Schedule I. but 1-(1,3-BENZODIOXOL-5-YL)PROPAN-2-AMINE(4764-17-4) is similarly controlled in other nations.
3,4-Methylenedioxyamphetamine (MDA) is a psychedelic, stimulant, and empathogen-entactogen of the phenethylamine and amphetamine chemical classes.
3,4-Methylenedioxyamphetamine (MDA) is a psychedelic, stimulant, and empathogen-entactogen of the phenethylamine and amphetamine chemical classes.