1-(7-methoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine

• ChemBase ID: 1249
• Molecular Formular: C11H15NO3
• Molecular Mass: 209.2417
• Monoisotopic Mass: 209.10519335
• SMILES: O1c2cc(CC(N)C)cc(OC)c2OC1
• Canonical SMILES: COc1cc(CC(N)C)cc2c1OCO2
• InChI: InChI=1S/C11H15NO3/c1-7(12)3-8-4-9(13-2)11-10(5-8)14-6-15-11/h4-5,7H,3,6,12H2,1-2H3
• InChIKey: YQYUWUKDEVZFDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(7-methoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine
• IUPAC Traditional name: mmda (drug); MMDA
• Synonyms: (+-)-mmda; 3-METHOXY-METHYLENEDIOXYAMPHETAMINE; 3-Methoxy-4,5-methylenedioxyphenylisopropylamine; 3-Methoxy-alpha-methyl-4,5-methylenedioxyphenethylamine; Amphetamine, 3,4-methylenedioxy-5-methoxy; 5-Methoxy-3,4-methylenedioxyamphetamine; DEA No. 7401; MMDA; MMDA (drug)

Database IDs

• CAS Number: 13674-05-0
• PubChem SID: 160964709; 46506802
• PubChem CID: 26175
• Chemspider ID: 24386
• Wikipedia Title: MMDA_(drug)

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.7484035
• LogD (pH = 7.4): -1.1874633
• Log P: 1.2698127
• Molar Refractivity: 55.9353 cm^3
• Polarizability: 22.289127 Å^3
• Polar Surface Area: 53.71 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.07
• LOG S: -1.89
• Solubility (Water): 2.71e+00 g/l

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral, Insufflation, Rectal
• Legal Status: Schedule I (US)

DETAILS

DrugBank - DB01442

• Drug Groups: illicit; experimental
• Description: MMDA, or 3-methoxy-4,5-methylenedioxyamphetamine, is a stimulant and psychedelic drug of the amphetamine class. It also acts as an entheogen and an entactogen. MMDA bears resemblance to the psychopharmacologically active essential oils elemicin and myristicin found in nutmeg. The effects of MMDA includes feelings of euphoria and warmth, as well as realistic closed-eye visuals.
• Indication: MMDA is a recreational drug. It has no current medical uses and is a Schedule I controlled substance in the USA at present.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia