4-Methoxyamphetamine
PubChem CID: 31721
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| Compound Synonyms | 4-Methoxyamphetamine, p-Methoxyamphetamine, para-methoxyamphetamine, 64-13-1, 1-(4-methoxyphenyl)propan-2-amine, 1-(4-Methoxybenzyl)ethylamine, paramethoxyamphetamine, 1-p-Methoxyphenyl-2-aminopropane, beta-methoxyamphetamine, 2-Amino-1-(4'-methoxyphenyl)propane, P-methoxyamfetamine, 1-p-Methoxyphenyl-2-propylamine, 4-methoxyamfetamine, (+-)-p-Methoxyamphetamine, p-Methoxy-alpha-methylphenethylamine, Death [Street Name], DEA No. 7411, OVB8F8P39Q, NSC 32757, Chicken Powder [Street Name], Chicken Yellow [Street Name], DEATH, 2-(4-Methoxy-phenyl)-1-methyl-ethylamine, benzeneethanamine, 4-methoxy-alpha-methyl-, HSDB 7594, alpha-Methyl-beta-(p-methoxyphenyl)ethylamine, D,L-p-methoxyamphetamine, DR. DEATH, EINECS 200-577-0, NSC-32757, DL-p-Methoxy-alpha-methylphenethylamine, (+-)-1-(p-Methoxyphenyl)-2-aminopropane, CHEMBL278663, DTXSID7040578, 4-METHOXYAMFETAMINE [MART.], Death (Street Name), Phenethylamine, p-methoxy-alpha-methyl-, 2-(4-Methoxyphenyl)-1-methylethylamine, Phenethylamine, p-methoxy-.alpha.-methyl-, J213.549C, J434.573H, (2RS)-1-(4-methoxyphenyl)propan-2-amine, Benzeneethanamine, 4-methoxy-.alpha.-methyl-, .alpha.-Methyl-.beta.-(p-methoxyphenyl)ethylamine, Chicken Powder (Street Name), Chicken Yellow (Street Name), Benzenethanamine,4-methoxy-.alpha.-methyl-(.+/-.)-, Phenethylamine, p-methoxy-.alpha.-methyl-, (.+/-.)-, FORMOTEROL FUMARATE DIHYDRATE IMPURITY G [EP IMPURITY], 4-METHOXYAMFETAMINE (MART.), para-Methoxyamphetamine Hydrochloride, 23239-32-9, UNII-OVB8F8P39Q, (+-)-4-Methoxyamphetamine, FORMOTEROL FUMARATE DIHYDRATE IMPURITY G (EP IMPURITY), alpha-methyl-4-methoxyphenethylamine, 4-Methoxy-alpha-methylphenethylamine, (+-)-p-Methoxy-alpha-methylphenylethylamine, PMA (PSYCHEDELIC), (d,l)-4-Methoxyamphetamine, (+/-)-p-Methoxyamphetamine, (+/-)-4-Methoxyamphetamine, SCHEMBL264634, SCHEMBL721008, (.+/-.)-p-Methoxyamphetamine, DTXCID5020578, (.+/-.)-4-Methoxyamphetamine, NSC32757, 1-(4-Methoxyphenyl)-2-propanamine, 1-(4-methoxyphenyl)-2-aminopropane, BDBM50024209, STK664902, AKOS005536031, p-Methoxy-.alpha.-methylphenethylamine, 4-Methoxy-alpha-methylbenzeneethanamine, AB51426, AB70588, DB01472, FP26760, MB01555, benzene, 1-(2-amino)propyl-4-methoxy-, NCGC00168268-01, DL-p-Methoxy-.alpha.-methylphenethylamine, NCI60_002842, DB-225703, DB-345339, (+/-)-1-(p-Methoxyphenyl)-2-aminopropane, (-)-2-(p-methoxyphenyl)-1-methylethylamine, N-(2-(p-methoxyphenyl)-1-methylethyl)amine, NS00005326, (+/-)-p-Methoxy-alpha-methylphenylethylamine, [2-(4-methoxyphenyl)-1-methyl-ethyl]-amine, Phenethylamine, p-methoxy-alpha-methyl-(8CI), (-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, (.+/-.)-1-(p-Methoxyphenyl)-2-aminopropane, C22811, (.+/-.)-p-Methoxy-.alpha.-methylphenethylamine, 2-(4-Methoxy-phenyl)-1-methyl-ethylamine(PMA), Benzeneethanamine, 4-methoxy-alpha-methyl-(9CI), (+/-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, Benzeneethanamine, 4-methoxy-alpha-methyl- (9CI), Q230005, (R)-(-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, (S)-(+)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, (1S)-2-(4-METHOXYPHENYL)-1-METHYLETHYLAMINE, Phenethylamine, p-methoxy-alpha-methyl- (6CI,7CI,8CI), Benzeneethanamine, 4-methoxy-.alpha.-methyl-, (.+/-.)-, (a-R)-4-Methoxy-a-methyl-benzeneethanamine hydrochloride, (R)-4-Methoxy-a-methyl-benzeneethanamine hydrochloride |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 35.3 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCCCC1 |
| Np Classifier Class | Phenylalanine-derived alkaloids |
| Deep Smiles | COcccccc6))CCN)C |
| Heavy Atom Count | 12.0 |
| Classyfire Class | Benzene and substituted derivatives |
| Description | 4-methoxyamphetamine, also known as 4-methoxyamphetamine hydrochloride or P-methoxy-alpha-methylphenethylamine, belongs to amphetamines and derivatives class of compounds. Those are organic compounds containing or derived from 1-phenylpropan-2-amine. 4-methoxyamphetamine is practically insoluble (in water) and a very strong basic compound (based on its pKa). 4-methoxyamphetamine can be found in potato, which makes 4-methoxyamphetamine a potential biomarker for the consumption of this food product. PMA has been found in tablets touted as MDMA (ecstasy) although its effects are markedly different compared to those of MDMA. The consequences of such deception have often included hospitalization and death for unwitting users. PMA is commonly synthesized from anethole, the flavor compound of anise and fennel, mainly because the starting material for MDMA, safrole, has become less available due to law enforcement action, causing illicit drug manufacturers to use anethole as an alternative . 4-Methoxyamphetamine is a seratogenic drug of the amphetamine class. The drug acts as a potent and selective serotonin releasing agent. It binds to alpha receptors to mediate these effects (DrugBank). |
| Scaffold Graph Node Level | C1CCCCC1 |
| Classyfire Subclass | Phenethylamines |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 119.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P28565, P14842, P30994, P21396, P31652, P31645, n.a. |
| Iupac Name | 1-(4-methoxyphenyl)propan-2-amine |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Veber Rule | True |
| Classyfire Superclass | Benzenoids |
| Target Id | NPT295 |
| Xlogp | 1.8 |
| Superclass | Benzenoids |
| Subclass | Phenethylamines |
| Gsk 4 400 Rule | True |
| Molecular Formula | C10H15NO |
| Scaffold Graph Node Bond Level | c1ccccc1 |
| Prediction Swissadme | 1.0 |
| Inchi Key | NEGYEDYHPHMHGK-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.4 |
| Logs | -2.7 |
| Rotatable Bond Count | 3.0 |
| Logd | 1.338 |
| Synonyms | (-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, (+-)-1-(p-Methoxyphenyl)-2-aminopropane, (+-)-4-Methoxy-alpha-methylbenzeneethanamine, (+-)-4-Methoxyamphetamine, (+-)-p-methoxy-alpha-methylphenethylamine, (+-)-p-methoxy-alpha-methylphenylethylamine, (+-)-p-methoxyamphetamine, (+/-)-1-(p-Methoxyphenyl)-2-aminopropane, (+/-)-4-Methoxyamphetamine, (+/-)-p-methoxy-alpha-methylphenylethylamine, (+/-)-p-methoxyamphetamine, (+/-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, (d,l)-4-Methoxyamphetamine, (R)-(-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, (S)-(+)2-(4-Methoxy-phenyl)-1-methyl-ethylamine, 1-(4-methoxybenzyl)ethylamine, 1-(4-methoxyphenyl)-2-propanamine, 1-(4-methoxyphenyl)propan-2-amine, 1-p-Methoxyphenyl-2-aminopropane, 1-p-Methoxyphenyl-2-propylamine, 2-(4-Methoxy-phenyl)-1-methyl-ethylamine, 2-(4-Methoxy-phenyl)-1-methyl-ethylamine(PMA), 2-(4-Methoxyphenyl)-1-methylethylamine, 2-Amino-1-(4'-methoxyphenyl)propane, 4-Methoxy-alpha-methylbenzeneethanamine, 4-Methoxy-alpha-methylphenethylamine, 4-Methoxyamphetamine, 4-methoxyamphetamine, (+-)-isomer, Alpha-methyl-beta-(p-methoxyphenyl)ethylamine, benzeneethanamine, 4-methoxy-alpha-methyl-, Benzeneethanamine, 4-methoxy-alpha-methyl- (9CI), Benzeneethanamine, 4-methoxy-alpha-methyl-, (+-)-, Benzeneethanamine, 4-methoxy-alpha-methyl-, (+-)- (9CI), DL-p-methoxy-alpha-methylphenethylamine, P-methoxy-alpha-methylphenethylamine, P-methoxyamphetamine, Para-methoxyamphetamine, Phenethylamine, p-methoxy-alpha-methyl- (6CI,7CI,8CI), Phenethylamine, p-methoxy-alpha-methyl- (8CI), Phenethylamine, p-methoxy-alpha-methyl-, (+-)-, PMA, beta-Methoxyamphetamine, b-Methoxyamphetamine, Β-methoxyamphetamine, 4-Methoxyamphetamine sulfate, 4-Methoxyamphetamine, (+-)-isomer, 4-Methoxyamphetamine, (R)-isomer, p-Methoxyamphetamine, 4-Methoxyamphetamine hydrochloride, (S)-isomer, 4-Methoxyamphetamine, (S)-isomer, p-Methoxy-alpha-methylphenethylamine, 4-Methoxyamphetamine hydrochloride, 4-Methoxyamphetamine hydrochloride, (+-)-isomer, 4-Methoxyamphetamine hydrochloride, (R)-isomer, Paramethoxyamphetamine, p-methoxyamphetamine |
| Esol Class | Soluble |
| Functional Groups | CN, cOC |
| Compound Name | 4-Methoxyamphetamine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 165.115 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 165.115 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 165.23 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -2.1515632 |
| Inchi | InChI=1S/C10H15NO/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3 |
| Smiles | CC(CC1=CC=C(C=C1)OC)N |
| Nring | 1.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Amphetamines and derivatives |
| Np Classifier Superclass | Pseudoalkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Myristica Fragrans (Plant) Rel Props:Reference:ISBN:9770972795006 - 2. Outgoing r'ship
FOUND_INto/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Thymus Quinquecostatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Thymus Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all