Tìm theo
Alpha-ethyltryptamine
Các tên gọi khác (3) :
  • Etryptamine
  • α-ethyltryptamine
  • αET
stimulants
Thuốc Gốc
Small Molecule
CAS: 2235-90-7
CTHH: C12H16N2
PTK: 188.2688
In the 1960's, alpha-ethyltryptamine (αET), a non hydrazine reversible monoamine oxidase inhibitor, was developed in the United States by the Upjohn chemical company for use as an antidepressant. αET was an FDA approved antidepressant under the name Monase. However, in 1962, after the discovery of an unacceptable incidence of agranulocytosis, the development of Monase was halted and the drug was withdrawn from potential market use. In 1993, the US Drug Enforcement Administration added αET to Schedule I of its Schedules of Controlled Substances, after an increasing incidence of its use as a recreational drug in the 1980's. Currently, αET is an illegal substance; however, it's activity is still under scientific investigation. αET is a stimulant and hallucinogen, but it is less stimulating and hallucinogenic than alpha-methyltryptamine, a closely related compound. Instead, the effects of αET, a tryptamine derivative, more closely resemble the amphetamine derived drug 3,4-methylenedioxy-N-methylamphetamine (MDMA). Similarly to MDMA, αET has been shown to release serotonin pre-synaptically, as well as lesser amounts of norepinephrine and dopamine. Like MDMA, increases in locomotor activity and mood elevation can be seen post administration.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H16N2
Phân tử khối
188.2688
Monoisotopic mass
188.131348522
InChI
InChI=1S/C12H16N2/c1-2-10(13)7-9-8-14-12-6-4-3-5-11(9)12/h3-6,8,10,14H,2,7,13H2,1H3
InChI Key
InChIKey=ZXUMUPVQYAFTLF-UHFFFAOYSA-N
IUPAC Name
1-(1H-indol-3-yl)butan-2-amine
Traditional IUPAC Name
1-(1H-indol-3-yl)butan-2-amine
SMILES
CCC(N)CC1=CNC2=CC=CC=C12
Độ tan chảy
221
Độ hòa tan
510 mg/L
logP
2.43
logS
-2.57
pKa (strongest acidic)
17.13
pKa (Strongest Basic)
9.99
PSA
41.81 Å2
Refractivity
59.32 m3·mol-1
Polarizability
22.14 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
1
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : αET is a stimulant and psychedelic with MDMA like physiological effects. Like MDMA, increases in locomotor activity and mood elevation can be seen post administration. [2]
Cơ Chế Tác Dụng : In the 1960's, alpha-ethyltryptamine (αET), a non hydrazine reversible monoamine oxidase inhibitor, was developed in the United States by the Upjohn chemical company for use as an antidepressant. αET was an FDA approved antidepressant under the name Monase. However, in 1962, after the discovery of an unacceptable incidence of agranulocytosis, the development of Monase was halted and the drug was withdrawn from potential market use. In 1993, the US Drug Enforcement Administration added αET to Schedule I of its Schedules of Controlled Substances, after an increasing incidence of its use as a recreational drug in the 1980's. Currently, αET is an illegal substance; however, it's activity is still under scientific investigation. αET is a stimulant and hallucinogen, but it is less stimulating and hallucinogenic than alpha-methyltryptamine, a closely related compound. Instead, the effects of αET, a tryptamine derivative, more closely resemble the amphetamine derived drug 3,4-methylenedioxy-N-methylamphetamine (MDMA). Similarly to MDMA, αET has been shown to release serotonin pre-synaptically, as well as lesser amounts of norepinephrine and dopamine. Like MDMA, increases in locomotor activity and mood elevation can be seen post administration. The mechanism of action responsible for its antidepressant activity was believed to lie in its ability to inhibit monoamine oxidase, while its stimulant activity on the central nervous system appeared to result from its structural similarity to indole-based psychedelics. [5] Research discovered αET to be both a monoamine oxidase inhibitor and a potent monoamine releasing agent capable of serotonergic neurotoxicity. [3] The ability to release serotonin was linked to αET's MDMA like properties. [2] αET has been shown to release serotonin pre-synaptically, as well as lesser amounts of norepinephrine and dopamine.
Chỉ Định : Developed in the 1960's for use as an antidepressant before market withdrawal in 1962.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Upjohn
    Sản phẩm biệt dược : Monase
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01546
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=8367
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507084
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06213
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D04092
ChemSpider
http://www.chemspider.com/Chemical-Structure.8064.html
Wikipedia
http://en.wikipedia.org/wiki/Alpha-ethyltryptamine
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