MetaADEDB: Drug

MetaADEDB 2.0 @ LMMD

N-Methyl-3,4-methylenedioxyamphetamine

(SHXWCVYOXRDMCX-UHFFFAOYSA-N)

Structure

SMILES: CNC(Cc1ccc2c(c1)OCO2)C
Type(s): Experimental; Illicit; Investigational
Molecular Formula:: C11H15NO2
Molecular Weight:: 193.242
Log P:: 1.9566
Hydrogen Bond Acceptor:: 3
Hydrogen Bond Donor:: 1
TPSA:: 30.49
CAS Number(s):: 42542-10-9; 54946-52-0; 69610-10-2

Synonym(s)

N-Methyl-3,4-methylenedioxyamphetamine

MDMA

Methylenedioxymethamphetamine

Ecstasy (Drug)

N-Methyl-3,4-methylenedioxyamphetamine Hydrochloride

Hydrochloride, N-Methyl-3,4-methylenedioxyamphetamine

N Methyl 3,4 methylenedioxyamphetamine

N Methyl 3,4 methylenedioxyamphetamine Hydrochloride

External Link(s)

MeSH	D018817
PubChem Compound	1615
BindingDB	50010588
ChEBI	1391
CHEMBL	CHEMBL43048
DrugBank	DB01454
IUPHAR/BPS Guide to PHARMACOLOGY	4574
KEGG	cpd:C07577 dr:D11172
Therapeutic Target Database	D0F5NJ D0EX3I

Adverse Drug Event(s)

	Name	Reference(s)	Data Source
1	Acute kidney injury	8099372 11147017 16161930	CTD
2	Amphetamine-Related Disorders	View details 15542708 18563365 19896309 23820845	CTD
3	Anorexia	15146954	CTD
4	Anxiety Disorders	View details 15101214 15225472 16128720 16510488 16574716 18524499 20673888	CTD
5	Arterial Occlusive Diseases	14504335	CTD
6	Arthritis	11715146	CTD
7	Brain Diseases	15542708	CTD
8	Brain Edema	14531175 15725376	CTD
9	Bulimia Nervosa	16227128	CTD
10	Bulimia	16574717	CTD
11	Cardiomegaly	15963623 26251327	CTD
12	Cardiotoxicity	26251327	CTD
13	Cerebral Hemorrhage	11781916	CTD
14	Cerebral Infarction	27079619	CTD
15	Chemical and Drug Induced Liver Injury	View details 15674093 20138954 21871945 23820845	CTD
16	Cocaine-Related Disorders	14531175 19188047	CTD
17	Cognition Disorders	View details 15225472 15561451 16128720 16155817 16191672 16425060 16510488 16574712 17035931 17082969 17960556 19263559	CTD
18	Compartment syndromes	16688084	CTD
19	Confusion	12456895	CTD
20	Consciousness Disorders	15225472	CTD
21	Delirium	1346952	CTD
22	Depressive disorder	View details 14533132 15101214 16510488 16574716 18187532 19263559 24114426 24190587	CTD
23	Disruptive, Impulse Control, and Conduct Disorders	View details 16425060 16574717 17035931 18384979	CTD
24	Disseminated Intravascular Coagulation	8099372 16161930	CTD
25	Dyskinesia, Drug-Induced	14534244 19523041	CTD
26	Dyssomnias	24114426	CTD
27	Ecchymosis	16161930	CTD
28	Edema	11853796 17559993	CTD
29	Epilepsy	14513928	CTD
30	Fever	View details 9825290 12388670 12456895 12684743 15029472 15942349 16188283 16510482 16876329 16884865 16889759 20170704 21827841 22404145 26068050 27079619 27773601	CTD
31	Headache	12536290	CTD
32	Hematoma, Epidural, Cranial	11781916	CTD
33	Hemorrhage	27079619	CTD
34	Hyperammonemia	14531175	CTD
35	Hyponatremia	12096147 15725376 27079619	CTD
36	Hypovolemia	16161930	CTD
37	Inflammation	27079619	CTD
38	Intracranial Aneurysm	12536290	CTD
39	Ischemia	16688084	CTD
40	Kidney Failure, Chronic	9794581	CTD
41	Liver Failure, Acute	14531175 16357628	CTD
42	Liver diseases	8099372	CTD
43	Marijuana Abuse	19878141	CTD
44	Mediastinal Emphysema	11860664	CTD
45	Memory Disorders	View details 11600108 14533139 14870950 15668817 16272186 16510488 16574711 16574713 17082969 18512857 18582864 18661256 19631624 20521322 24015828 24595967	CTD
46	Mood Disorders	16128720 16174668 19878141	CTD
47	Mouth Diseases	17559993	CTD
48	Movement Disorders	16817869	CTD
49	Multiple Organ Failure	14531175	CTD
50	Myocardial Infarction	14531175 27079619	CTD
51	Necrosis	19696592 27079619	CTD
52	Nerve Degeneration	15337264 18827290 22983118	CTD
53	Neurotoxicity Syndromes	21557581	CTD
54	Obsessive-Compulsive Disorder	17853269	CTD
55	Panic Disorder	18524499	CTD
56	Perceptual Disorders	17035931	CTD
57	Personality Disorders	18524499 24114426	CTD
58	Poisoning	11144740	CTD
59	Prenatal Exposure Delayed Effects	20188158	CTD
60	Psychoses, Substance-Induced	17853269 20688801	CTD
61	Purpura	16161930	CTD
62	Quadriplegia	16161930	CTD
63	Rhabdomyolysis	View details 8099372 14531175 15942349 16161930	CTD
64	Seizures	View details 10456426 12456895 15225472 20673888 27773601	CTD
65	Serotonin Syndrome	1346952 12456895 19175710	CTD
66	Sleep Initiation and Maintenance Disorders	19874164	CTD
67	Sleep Wake Disorders	19928391 24595967	CTD
68	Subarachnoid Hemorrhage	12536290	CTD
69	Substance Withdrawal Syndrome	17853269	CTD
70	Substance-Related Disorders	24015828 24114426 24190587	CTD
71	Tachycardia, Ventricular	27079619	CTD
72	Temporomandibular Joint Dysfunction Syndrome	18356857	CTD
73	Thalamic Diseases	18827290	CTD
74	Tremor	1346952 16174668	CTD
75	Urinary Retention	14980339 18570171	CTD
76	Vasculitis	9794581	CTD
77	Xerostomia	18356857	CTD
78	jaundice	11147017	CTD

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