1,3-Benzodioxolyl-N-ethylbutanamine

1,3-Benzodioxolyl-N-ethylbutanamine
Names
Preferred IUPAC name
1-(2H-1,3-Benzodioxol-5-yl)-N-ethylbutan-2-amine
Other names
3,4-Methenedioxy-α,N-diethyl-phenethylamine; 3,4-Methylenedioxy-N-ethylbutanphenamine; MDEB
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C13H19NO2/c1-3-11(14-4-2)7-10-5-6-12-13(8-10)16-9-15-12/h5-6,8,11,14H,3-4,7,9H2,1-2H3
    Key: IYZPKSQJPVUWRO-UHFFFAOYSA-N
  • InChI=1/C13H19NO2/c1-3-11(14-4-2)7-10-5-6-12-13(8-10)16-9-15-12/h5-6,8,11,14H,3-4,7,9H2,1-2H3
    Key: IYZPKSQJPVUWRO-UHFFFAOYAT
SMILES
  • O1c2ccc(cc2OC1)CC(NCC)CC
Properties
Chemical formula
 C13H19NO2
Molar mass 221.300 g·mol−1
Melting point 176 to 177 °C (349 to 351 °F; 449 to 450 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ethylbenzodioxolylbutanamine (EBDB; Ethyl-J) is a lesser-known entactogen, stimulant, and psychedelic. It is the N-ethyl analogue of benzodioxylbutanamine (BDB; "J"), and also the α-ethyl analogue of methylenedioxyethylamphetamine (MDEA; "Eve").

EBDB was first synthesized by Alexander Shulgin. In his book PiHKAL, the minimum dosage consumed was 90 mg, and the duration is unknown.[1] EBDB produced few to no effects at the dosage range tested in PiHKAL, but at higher doses of several hundred milligrams it produces euphoric effects similar to those of methylbenzodioxylbutanamine (MBDB; "Eden", "Methyl-J"), although milder and shorter lasting.

Very little data exists about the pharmacological properties, metabolism, and toxicity of EBDB.

See also

References


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