5-MeO-DALT
   HOME

TheInfoList



Click Here for Items Related To - 5-MeO-DALT
OR:
5-MeO-DALT on:   [Wikipedia]   [Google]   [Amazon]

5-MeO-DALT or ''N,N''- di
allyl In organic chemistry, an allyl group is a substituent with the structural formula , where R is the rest of the molecule. It consists of a methylene bridge () attached to a vinyl group (). The name is derived from the scientific name for garlic, ...
-5-
methoxy In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula . On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position as ...
tryptamine Tryptamine is an indolamine metabolite of the essential amino acid, tryptophan. The chemical structure is defined by an indole ─ a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the f ...
is a
psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary states of consciousness (known as psychedelic experiences or "trips").Pollan, Michael (2018). ''How to Change Your Mind: What the New Science of ...
tryptamine Tryptamine is an indolamine metabolite of the essential amino acid, tryptophan. The chemical structure is defined by an indole ─ a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the f ...
first synthesized by
Alexander Shulgin Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American medicinal chemist, biochemist, organic chemist, pharmacologist, psychopharmacologist, and author. He is credited with introducing 3,4-methylenedioxymethamph ...
.


Chemistry

The full name of the chemical is ''N''-
allyl In organic chemistry, an allyl group is a substituent with the structural formula , where R is the rest of the molecule. It consists of a methylene bridge () attached to a vinyl group (). The name is derived from the scientific name for garlic, ...
-''N''-
methoxy_ In_organic_chemistry,_a_methoxy_group_is_the_functional_group_consisting_of_a_methyl_group_bound_to_oxygen._This_alkoxy_group_has_the_formula_. On_a_benzene_ring,_the_Hammett_equation_classifies_a_methoxy_substituent_at_the_''para''_position_as__...
-1H-
methoxy_ In_organic_chemistry,_a_methoxy_group_is_the_functional_group_consisting_of_a_methyl_group_bound_to_oxygen._This_alkoxy_group_has_the_formula_. On_a_benzene_ring,_the_Hammett_equation_classifies_a_methoxy_substituent_at_the_''para''_position_as__...
-1H-indole">indol__ Indole_is_an_aromatic_heterocyclic_organic_compound_with_the_formula__C8_H7_N._It_has_a_bicyclic_structure,_consisting_of_a_six-membered_benzene_ring_fused_to_a_five-membered_pyrrole_ring._Indole_is_widely_distributed_in_the_natural_environment_...
-3-yl)ethyl_group.html" "title="indole.html" "title="-(5-
methoxy In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula . On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position as ...
-1H-indole">indol Indole is an aromatic heterocyclic organic compound with the formula C8 H7 N. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indole is widely distributed in the natural environment ...
-3-yl)ethyl group">ethyl Ethyl may refer to: Arts and entertainment * Cold Ethyl, a Swedish rock band *Ethyl Sinclair, a character in the ''Dinosaurs'' television show Science and technology * Ethyl group, an organic chemistry moiety * Ethyl alcohol (or ethanol) * E ...
] propene, prop-2-en-1- amine. It is related to the compounds 5-MeO-DPT and DALT. In April 2020, Chadeayne et al. solved the crystal structure of the freebase form of 5-MeO-DALT.


Pharmacology

5-MeO-DALT binds to 5-HT1A, 5-HT1D, 5-HT1E, 5-HT2A, 5-HT2B, 5-HT2C, 5-HT6, α2A, α2B, α2C, H1, κ-opioid, σ1 and σ2 receptors with Ki values lower than 10μM and also acts as a DAT and SERT
monoamine reuptake inhibitor A monoamine reuptake inhibitor (MRI) is a drug that acts as a reuptake inhibitor of one or more of the three major monoamine neurotransmitters serotonin, norepinephrine, and dopamine by blocking the action of one or more of the respective monoamine ...
. The metabolism and
cytochrome P450 Cytochromes P450 (CYPs) are a Protein superfamily, superfamily of enzymes containing heme as a cofactor (biochemistry), cofactor that functions as monooxygenases. In mammals, these proteins oxidize steroids, fatty acids, and xenobiotics, and are ...
inhibition of 5-MeO-DALT has been described in scientific literature.


History

The first material regarding the synthesis and effects of 5-MeO-DALT was sent from
Alexander Shulgin Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American medicinal chemist, biochemist, organic chemist, pharmacologist, psychopharmacologist, and author. He is credited with introducing 3,4-methylenedioxymethamph ...
to a research associate named Murple in May 2004, after which it was circulated online. In June 2004 5-MeO-DALT became available from internet
research chemical Research chemicals are chemical substances used by scientists for medical and scientific research purposes. One characteristic of a research chemical is that it is for laboratory research use only; a research chemical is not intended for human o ...
vendors after being synthesized by commercial laboratories in China. In August 2004 the synthesis and effects of 5-MeO-DALT were published by
Erowid Erowid, also called Erowid Center, is a non-profit educational organization that provides information about psychoactive plants and chemicals. Erowid documents legal and illegal substances, including their intended and adverse effects. Informat ...
.


Dosage

Doses ranging from 12–20 mg were tested by Alexander Shulgin's research group.


Therapeutic use

Numerous anecdotal reports and a small-scale trial indicate the potential of 5-MeO-DALT for the treatment of
cluster headache Cluster headache (CH) is a neurological disorder characterized by recurrent severe headaches on one side of the head, typically around the eye(s). There is often accompanying eye watering, nasal congestion, or swelling around the eye on the a ...
, one of the most excruciating conditions known to medicine. These observations are consistent with evidence of efficacy of other chemically-related indoleamines in the treatment of cluster headache.


Side effects

There is no published literature on the toxicity of 5-MeO-DALT.


Legal Status


China

As of October 2015 5-MeO-DALT is a controlled substance in China.


Japan

5-MeO-DALT became a controlled substance in
Japan Japan ( ja, 日本, or , and formally , ''Nihonkoku'') is an island country in East Asia. It is situated in the northwest Pacific Ocean, and is bordered on the west by the Sea of Japan, while extending from the Sea of Okhotsk in the north ...
from April 2007, by amendment to the Pharmaceutical Affairs Law.


United Kingdom

5-MeO-DALT became a Class A drug in the UK on January 7, 2015 after an update to the tryptamine blanket ban.


Singapore

5-MeO-DALT is listed in the Fifth Schedule of the Misuse of Drugs Act (MDA) and therefore illegal in Singapore as of May 2015.


Sweden

''Sveriges riksdag'' added 5-MeO-DALT to schedule I (''"substances, plant materials and fungi which normally do not have medical use"'') as narcotics in Sweden as of May 1, 2012, published by ''Medical Products Agency'' in their regulation LVFS 2012:6 listed as 5-MeO-DALT N-allyl-N- -(5-metoxi-1H-indol-3-yl)etylprop-2-en-1-amin.


United States

5-MeO-DALT is not scheduled at the federal level in the
United States The United States of America (U.S.A. or USA), commonly known as the United States (U.S. or US) or America, is a country primarily located in North America. It consists of 50 states, a federal district, five major unincorporated territorie ...
, but it is likely that it could be considered an analog of 5-Meo-DiPT, which is a controlled substance in USA, or an analog of another
tryptamine Tryptamine is an indolamine metabolite of the essential amino acid, tryptophan. The chemical structure is defined by an indole ─ a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the f ...
, in which case purchase, sale, or possession could be prosecuted under the
Federal Analog Act The Federal Analogue Act, , is a section of the United States Controlled Substances Act passed in 1986 which allows any chemical "substantially similar" to a controlled substance listed in Controlled Substances Act#Schedule I controlled substance ...
.


Florida

5-MeO-DALT is a Schedule I
controlled substance A controlled substance is generally a drug or chemical whose manufacture, possession and use is regulated by a government, such as illicitly used drugs or prescription medications that are designated by law. Some treaties, notably the Single C ...
in the state of
Florida Florida is a state located in the Southeastern region of the United States. Florida is bordered to the west by the Gulf of Mexico, to the northwest by Alabama, to the north by Georgia, to the east by the Bahamas and Atlantic Ocean, and to ...
making it illegal to buy, sell, or possess in Florida.Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL
/ref>


Louisiana

5-MeO-DALT is a Schedule I
controlled substance A controlled substance is generally a drug or chemical whose manufacture, possession and use is regulated by a government, such as illicitly used drugs or prescription medications that are designated by law. Some treaties, notably the Single C ...
in the state of
Louisiana Louisiana , group=pronunciation (French: ''La Louisiane'') is a state in the Deep South and South Central regions of the United States. It is the 20th-smallest by area and the 25th most populous of the 50 U.S. states. Louisiana is borde ...
making it illegal to buy, sell, or possess in Louisiana.


Notes


External links


Erowid 5-MeO-DALT vault

5-MeO-DALT Thread at UKChemicalResearch
{{Tryptamines Designer drugs Entactogens and empathogens Entheogens Mexamines Psychedelic tryptamines Tertiary amines Allylamines