1,3-Benzodioxolyl-N-ethylbutanamine

1,3-Benzodioxolyl-N-ethylbutanamine (ethylbenzodioxolylbutanamine, EBDB, or ethyl-J) is a lesser-known entactogen, stimulant, and psychedelic of the phenethylamine, amphetamine, and phenylisobutylamine families. It is the N-ethyl analogue of benzodioxylbutanamine (BDB; "J"), and also the α-ethyl analogue of methylenedioxyethylamphetamine (MDEA; "Eve").

1,3-Benzodioxolyl-N-ethylbutanamine

Names
Preferred IUPAC name 1-(2H-1,3-Benzodioxol-5-yl)-N-ethylbutan-2-amine
Other names EBDB, 3,4-Methenedioxy-α,N-diethyl-phenethylamine; 3,4-Methylenedioxy-N-ethylbutanphenamine; MDEB
Identifiers
CAS Number	167394-39-0 Y
3D model (JSmol)	Interactive image
ChemSpider	8389996
PubChem CID	10214504
UNII	5Y22MYG54G Y
CompTox Dashboard (EPA)	DTXSID90436778
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). Y verify (what is YN ?) Infobox references

History

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.^{[citation needed]}

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

See also

• Methylbenzodioxolylbutanamine (MBDB; Methyl-J)
• Ethylbenzodioxolylpentanamine (EBDP; Ethyl-K)
• Eutylone (βk-Ethyl-J)
• Methylenedioxyphenylpropylaminopentane (MPAP)