MetaADEDB: Drug

MetaADEDB 2.0 @ LMMD

Tolcapone

(MIQPIUSUKVNLNT-UHFFFAOYSA-N)

Structure

SMILES: Cc1ccc(cc1)C(=O)c1cc(O)c(c(c1)[N+](=O)[O-])O
Type(s): Approved; Withdrawn
ATC code(s): N04BX01
Molecular Formula:: C14H11NO5
Molecular Weight:: 273.241
Log P:: 3.0686
Hydrogen Bond Acceptor:: 3
Hydrogen Bond Donor:: 2
TPSA:: 103.35
CAS Number(s):: 134308-13-7

Synonym(s)

Tolcapone

3,4-Dihydroxy-5'-methyl-5-nitrobenzophenone

Ro 40-7592

Ro-40-7592

SOM0226

Tasmar

3,4 Dihydroxy 5' methyl 5 nitrobenzophenone

Ro 40 7592

Ro 407592

10.

Ro407592

External Link(s)

MeSH	D000077867
PubChem Compound	4659569
BindingDB	50108877
ChEBI	63630
CHEMBL	CHEMBL1324
DrugBank	DB00323
DrugCentral	2697
IUPHAR/BPS Guide to PHARMACOLOGY	6646
KEGG	cpd:C07949 dr:D00786
Therapeutic Target Database	D0Y7PG
ZINC	35342789

Adverse Drug Event(s)

	Name	Number of Reports	Reference(s)	Data Source
1	Blood alkaline phosphatase increased	FAERS: 3		OFFSIDES US FAERS
2	Pneumonia	FAERS: 2 Canada Vigilance: 1		Canada Vigilance SIDER US FAERS
3	Respiratory arrest	FAERS: 2		US FAERS
4	Abdominal Pain	FAERS: 1		SIDER US FAERS
5	Agitation	FAERS: 1		SIDER US FAERS
6	Alanine Aminotransferase Increased	FAERS: 1		OFFSIDES SIDER US FAERS
7	Aspartate Aminotransferase Increased	FAERS: 1		US FAERS
8	Back Pain	FAERS: 1		US FAERS
9	Bilirubin conjugated increased	FAERS: 1		US FAERS
10	Blood urine present	FAERS: 1		US FAERS
11	Cerebrovascular accident	FAERS: 1 Canada Vigilance: 1		Canada Vigilance SIDER US FAERS
12	Cholelithiasis	FAERS: 1		SIDER US FAERS
13	Chromaturia	FAERS: 1		SIDER US FAERS
14	Dysarthria	FAERS: 1		US FAERS
15	Gamma-Glutamyltransferase Increased	FAERS: 1		OFFSIDES US FAERS
16	Hepatotoxicity	FAERS: 1		OFFSIDES US FAERS
17	Leukocytosis	FAERS: 1		US FAERS
18	Muscle Rigidity	FAERS: 1 Canada Vigilance: 1		Canada Vigilance US FAERS
19	Post procedural complication	FAERS: 1		US FAERS
20	Pulmonary Embolism	FAERS: 1		SIDER US FAERS
21	Pulmonary Fibrosis	FAERS: 1		US FAERS
22	Sudden death	FAERS: 1		US FAERS
23	Suicide attempt	FAERS: 1		US FAERS
24	Tremor	FAERS: 1		SIDER US FAERS
25	nervous system disorder	FAERS: 1		SIDER US FAERS
26	Abdominal Compartment Syndrome			OFFSIDES
27	Abscess			SIDER
28	Acute Coronary Syndrome			SIDER
29	Acute myocardial infarction			OFFSIDES
30	Adenocarcinoma			OFFSIDES
31	Agraphia			OFFSIDES
32	Akathisia, Drug-Induced		11080934	CTD
33	Akinesia			OFFSIDES
34	Alopecia			OFFSIDES SIDER
35	Amnesia			OFFSIDES SIDER
36	Amphetamines			OFFSIDES
37	Angina Pectoris			SIDER
38	Anorexia			SIDER
39	Anosmia			OFFSIDES
40	Antisocial Personality Disorder			SIDER
41	Anxiety			SIDER
42	Aortic Valve Stenosis			SIDER
43	Aortic valve sclerosis			OFFSIDES
44	Apathy			OFFSIDES SIDER
45	Application site scar			OFFSIDES
46	Arteriosclerosis			SIDER
47	Arthralgia			SIDER
48	Arthritis			SIDER
49	Arthropathy			SIDER
50	Asthenia			SIDER
51	Asthma			SIDER
52	Atrial Fibrillation			SIDER
53	Automatism			OFFSIDES
54	Basal ganglion degeneration			OFFSIDES
55	Biliary cirrhosis			OFFSIDES
56	Blepharospasm			OFFSIDES
57	Blood fibrinogen			OFFSIDES
58	Blood iron increased			OFFSIDES
59	Blood lactate dehydrogenase increased			OFFSIDES
60	Bradycardia			SIDER
61	Bronchitis			SIDER
62	Carcinoma			SIDER
63	Cardiac Arrest			SIDER
64	Catalepsy		7957769 8216760	CTD
65	Cataract			SIDER
66	Cellulitis			SIDER
67	Chemical and Drug Induced Liver Injury		View details 11052337 16604736 19783845 24085192 24136188 28437613	CTD
68	Chest Pain			SIDER
69	Chest discomfort			SIDER
70	Chills			SIDER
71	Cholecystitis			SIDER
72	Choreoathetosis			SIDER
73	Cogwheel Rigidity			OFFSIDES
74	Colitis			SIDER
75	Constipation			SIDER
76	Coronary Artery Disease			SIDER
77	Dehydration			SIDER
78	Delirium			SIDER
79	Depressive disorder		7768276 11224284	CTD
80	Dermatitis			SIDER
81	Diabetes Mellitus			SIDER
82	Diplopia			SIDER
83	Discomfort			SIDER
84	Disturbance in sexual arousal			SIDER
85	Dizziness			SIDER
86	Dreaming excessive			SIDER
87	Drug chemical incompatibility			OFFSIDES
88	Drug ineffective			OFFSIDES
89	Duodenal Ulcer			SIDER
90	Dysgeusia			SIDER
91	Dyskinesia, Drug-Induced		11455177	CTD
92	Dyspepsia			SIDER
93	Dysthymic Disorder			OFFSIDES
94	Dystonia			OFFSIDES
95	Dysuria			SIDER
96	Eczema			SIDER
97	Edema		12180806	CTD
98	Endophthalmitis			SIDER
99	Epistaxis			SIDER
100	Erectile dysfunction			OFFSIDES SIDER
101	Erythema Multiforme			SIDER
102	Euphoric mood			SIDER
103	Extensively Drug-Resistant Tuberculosis		19578428	CTD
104	Eye pain			SIDER
105	Facial Neuralgia			OFFSIDES
106	Fatigue			OFFSIDES SIDER
107	Feeling abnormal			SIDER
108	Flank Pain			SIDER
109	Flat affect			SIDER
110	Flatulence			SIDER
111	Flight of ideas			OFFSIDES
112	Formication			OFFSIDES
113	Fracture			SIDER
114	Furunculosis			SIDER
115	Gambling			OFFSIDES
116	Gastroenteritis			SIDER
117	Gastrointestinal Pain			SIDER
118	Gastrointestinal carcinoma			SIDER
119	General physical health deterioration			OFFSIDES
120	Glaucoma			SIDER
121	Hallucinations, mixed			OFFSIDES
122	Headache			SIDER
123	Hemiplegia			SIDER
124	Hepatic necrosis			OFFSIDES
125	Hepatitis			OFFSIDES
126	Hernia			SIDER
127	Hostility			SIDER
128	Hyperkinesia			SIDER
129	Hypersensitivity			SIDER
130	Hyperventilation			OFFSIDES SIDER
131	Hypokinesia			OFFSIDES SIDER
132	Hypophagia			OFFSIDES
133	Hypotension			SIDER
134	Impaired gastric emptying			SIDER
135	Infection			SIDER
136	Infestation			SIDER
137	Influenza			SIDER
138	Infusion site mobility decreased			OFFSIDES
139	Intention tremor			OFFSIDES
140	Lacrimal structural disorder			SIDER
141	Laryngitis			SIDER
142	Lethargy			SIDER
143	Liver Failure, Acute		11052337	CTD
144	Malaise			SIDER
145	Manic psychosis			SIDER
146	Meningitis			SIDER
147	Mental Retardation			SIDER
148	Mental deficiency			SIDER
149	Mental impairment			OFFSIDES
150	Mitochondrial Diseases		11052337	CTD
151	Mood swings			SIDER
152	Musculoskeletal discomfort			SIDER
153	Musculoskeletal stiffness			SIDER
154	Myalgia			SIDER
155	Myocardial Infarction			SIDER
156	Myoclonus			SIDER
157	Nausea			SIDER
158	Neck Pain			SIDER
159	Nephrolithiasis			SIDER
160	Nervousness			SIDER
161	Neuralgia			SIDER
162	Neuroleptic Malignant Syndrome			OFFSIDES SIDER
163	Neuropathy			SIDER
164	Nocturia			SIDER
165	Oliguria			SIDER
166	Otitis Media			SIDER
167	Ovarian Carcinoma			SIDER
168	Pain			SIDER
169	Palpitations			SIDER
170	Paranoia			SIDER
171	Paranoid reaction			SIDER
172	Paresis			SIDER
173	Parkinson Disease		View details 1977408 7566641 8635184 8739811 9305320 9333106 9591521 9708959 9754991 10651109 11432539 11586115 11746615 11793426 16758261 17089403 18328768 19578428 19783845 20216409 20334432	CTD
174	Performance status decreased			OFFSIDES
175	Pericardial effusion			SIDER
176	Pharyngitis			SIDER
177	Polyuria			SIDER
178	Portal Hypertension			OFFSIDES
179	Prostate carcinoma			SIDER
180	Pruritus			SIDER
181	Rhabdomyolysis			SIDER
182	Rhinitis			SIDER
183	Shock			SIDER
184	Sinusitis			SIDER
185	Somnolence			SIDER
186	Spinal column stenosis			OFFSIDES
187	Stiffness			SIDER
188	Stomatitis			SIDER
189	Stress			OFFSIDES
190	Substance Withdrawal Syndrome		10866587	CTD
191	Sweating			SIDER
192	Syncope			SIDER
193	Tachycardia			SIDER
194	Tenosynovitis			SIDER
195	Tension			SIDER
196	Therapy non-responder			OFFSIDES
197	Therapy regimen changed			OFFSIDES
198	Thirst			SIDER
199	Thrombocytopenia			SIDER
200	Thrombosis			SIDER
201	Tinnitus			SIDER
202	Tuberculosis, Multidrug-Resistant		19578428	CTD
203	Urinary Incontinence			SIDER
204	Urinary Retention			SIDER
205	Urinary tract infection			SIDER
206	Urine output increased			SIDER
207	Urticaria			SIDER
208	Vasodilation procedure			SIDER
209	Vasodilation			SIDER
210	Vertigo			SIDER
211	Vitiligo		10573327	CTD
212	Vomiting			SIDER
213	Weight decreased			SIDER
214	effusion			OFFSIDES
215	furuncle			SIDER

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