MetaADEDB 2.0 @ LMMD
Penicillamine
(VVNCNSJFMMFHPL-VKHMYHEASA-N)
Structure
SMILES
N[C@H](C(S)(C)C)C(=O)O
Type(s)
Approved
ATC code(s)
M01CC01
Molecular Formula:
C5H11NO2S
Molecular Weight:
149.211
Log P:
0.8070
Hydrogen Bond Acceptor:
4
Hydrogen Bond Donor:
3
TPSA:
102.12
CAS Number(s):
52-67-5; 771431-20-0
Synonym(s)
1.
Penicillamine
2.
Dimethylcysteine
3.
Mercaptovaline
4.
beta,beta-Dimethylcysteine
5.
Copper Penicillaminate
6.
Cuprenil
7.
Cuprimine
8.
D-3-Mercaptovaline
9.
D-Penicillamine
10.
Metalcaptase
11.
D 3 Mercaptovaline
12.
D Penicillamine
13.
Penicillaminate, Copper
14.
beta,beta Dimethylcysteine
External Link(s)
MeSHD010396
PubChem Compound5852
6926437
BindingDB50217941
39346
ChEBI7959
CHEMBLCHEMBL1430
DrugBankDB00859
DrugCentral2081
IUPHAR/BPS Guide to PHARMACOLOGY7264
KEGGcpd:C07418
dr:D00496
Therapeutic Target DatabaseD0E2GG
D08HZC
ZINC100509167
114127
Adverse Drug Event(s)
NameNumber of ReportsReference(s)Data Source
1Cutis LaxaFAERS: 8OFFSIDES
US FAERS
2DystoniaFAERS: 8

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CTD
OFFSIDES
US FAERS
3Drug dose omissionFAERS: 7US FAERS
4Adverse eventFAERS: 6OFFSIDES
US FAERS
5Drug exposure during pregnancyFAERS: 6OFFSIDES
US FAERS
6HypersensitivityFAERS: 6
Canada Vigilance: 1
Canada Vigilance
SIDER
US FAERS
7InfluenzaFAERS: 6US FAERS
8Anti-neutrophil cytoplasmic antibody positive vasculitisFAERS: 5US FAERS
9AnxietyFAERS: 5SIDER
US FAERS
10Drug ineffectiveFAERS: 5US FAERS
11ErythemaFAERS: 5
Canada Vigilance: 1
Canada Vigilance
OFFSIDES
US FAERS
12FatigueFAERS: 56419855CTD
US FAERS
13HeadacheFAERS: 5US FAERS
14NauseaFAERS: 5
Canada Vigilance: 1

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CTD
SIDER
Canada Vigilance
US FAERS
15AstheniaFAERS: 4745827CTD
US FAERS
16Breast hyperplasiaFAERS: 4OFFSIDES
US FAERS
17Cerebral atrophyFAERS: 4OFFSIDES
US FAERS
18CytopeniaFAERS: 4US FAERS
19Musculoskeletal stiffnessFAERS: 4OFFSIDES
US FAERS
20PainFAERS: 44723471CTD
US FAERS
21TremorFAERS: 49476721CTD
US FAERS
22AnorexiaFAERS: 34216306
5241672
5694119
CTD
OFFSIDES
SIDER
US FAERS
23DementiaFAERS: 3US FAERS
24DysarthriaFAERS: 3

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CTD
US FAERS
25Electrolyte imbalanceFAERS: 3US FAERS
26EpistaxisFAERS: 3US FAERS
27Febrile NeutropeniaFAERS: 3US FAERS
28Feeling abnormalFAERS: 3US FAERS
29Lung cystFAERS: 3US FAERS
30Nephrotic SyndromeFAERS: 3

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CTD
OFFSIDES
SIDER
US FAERS
31OnychoclasisFAERS: 3OFFSIDES
US FAERS
32Pain of skinFAERS: 3OFFSIDES
US FAERS
33PancytopeniaFAERS: 3

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CTD
SIDER
US FAERS
34PemphigusFAERS: 3

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CTD
SIDER
US FAERS
35PneumoniaFAERS: 3US FAERS
36Product dose omissionFAERS: 3US FAERS
37Therapy cessationFAERS: 3US FAERS
38TorticollisFAERS: 3US FAERS
39Toxicity to various agentsFAERS: 3US FAERS
40VasculitisFAERS: 3

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CTD
SIDER
US FAERS
41VomitingFAERS: 3

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CTD
SIDER
US FAERS
42Weight decreasedFAERS: 3
Canada Vigilance: 1
Canada Vigilance
US FAERS
43Abdominal discomfortFAERS: 2US FAERS
44Anticoagulation drug level above therapeuticFAERS: 2US FAERS
45AspergillosisFAERS: 2OFFSIDES
US FAERS
46Blood cholesterol increasedFAERS: 2US FAERS
47Bone marrow depressionFAERS: 2OFFSIDES
SIDER
US FAERS
48Cerebrovascular accidentFAERS: 2US FAERS
49CholestasisFAERS: 2

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CTD
SIDER
US FAERS
50Completed SuicideFAERS: 2OFFSIDES
US FAERS
51ConjunctivitisFAERS: 2US FAERS
52Diabetes MellitusFAERS: 2US FAERS
53DizzinessFAERS: 2US FAERS
54DroolingFAERS: 2US FAERS
55General physical health deteriorationFAERS: 2OFFSIDES
US FAERS
56General symptomFAERS: 2OFFSIDES
US FAERS
57Intentional product use issueFAERS: 2US FAERS
58Iron deficiencyFAERS: 2SIDER
US FAERS
59Joint swellingFAERS: 2US FAERS
60NeutropeniaFAERS: 2769707
2938530
CTD
US FAERS
61No adverse eventFAERS: 2US FAERS
62OligohydramniosFAERS: 2US FAERS
63Pancreatic CystFAERS: 2US FAERS
64ParanoiaFAERS: 2OFFSIDES
US FAERS
65Product availability issueFAERS: 2US FAERS
66Product use in unapproved indicationFAERS: 2US FAERS
67Restrictive cardiomyopathyFAERS: 2US FAERS
68Restrictive pulmonary diseaseFAERS: 2US FAERS
69SclerodermaFAERS: 2OFFSIDES
US FAERS
70SepsisFAERS: 2US FAERS
71Skin IndurationFAERS: 2OFFSIDES
US FAERS
72Skin WrinklingFAERS: 2OFFSIDES
SIDER
US FAERS
73Therapy non-responderFAERS: 2OFFSIDES
US FAERS
74Urinary IncontinenceFAERS: 2US FAERS
75UrticariaFAERS: 2
Canada Vigilance: 2
5953529CTD
SIDER
Canada Vigilance
US FAERS
76AbasiaFAERS: 1US FAERS
77Abnormal palmar/plantar creasesFAERS: 1US FAERS
78Acquired cystic kidney diseaseFAERS: 1US FAERS
79Acquired pyloric stenosisFAERS: 1US FAERS
80Acute kidney injuryFAERS: 1

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CTD
US FAERS
81Acute respiratory failureFAERS: 1OFFSIDES
US FAERS
82AgeusiaFAERS: 15241672
5694119
6718787
CTD
SIDER
US FAERS
83AlopeciaFAERS: 1SIDER
US FAERS
84AmnesiaFAERS: 1US FAERS
85Anaphylactic shockFAERS: 1US FAERS
86AphasiaFAERS: 1US FAERS
87ArthritisFAERS: 11189496CTD
US FAERS
88ArthropathyFAERS: 1US FAERS
89AsthmaFAERS: 1SIDER
US FAERS
90AtelectasisFAERS: 1US FAERS
91BedriddenFAERS: 1OFFSIDES
US FAERS
92Blood albumin decreasedFAERS: 1US FAERS
93Blood blisterFAERS: 1US FAERS
94Blood copper decreasedFAERS: 1US FAERS
95Blood copper increasedFAERS: 1US FAERS
96Blood glucose increasedFAERS: 1US FAERS
97Blood immunoglobulin A decreasedFAERS: 1US FAERS
98Bone painFAERS: 1US FAERS
99BradykinesiaFAERS: 1US FAERS
100Bronchial ObstructionFAERS: 1US FAERS
101BronchiolitisFAERS: 1OFFSIDES
US FAERS
102Bronchopulmonary AspergillosisFAERS: 1US FAERS
103Bronchopulmonary DysplasiaFAERS: 1US FAERS
104CREST SyndromeFAERS: 1US FAERS
105Cardiac ArrestFAERS: 1US FAERS
106Cleft PalateFAERS: 1OFFSIDES
US FAERS
107ClumsinessFAERS: 1US FAERS
108Cogwheel RigidityFAERS: 1US FAERS
109Complex partial seizuresFAERS: 1US FAERS
110Congenital cutis laxaFAERS: 1US FAERS
111Congenital deformity of clavicleFAERS: 1US FAERS
112ConstipationFAERS: 1US FAERS
113DisabilityFAERS: 1US FAERS
114DiscomfortFAERS: 1US FAERS
115Disease recurrenceFAERS: 1US FAERS
116Documented hypersensitivity to administered productFAERS: 1US FAERS
117Drug effect incompleteFAERS: 1US FAERS
118Drug prescribing errorFAERS: 1US FAERS
119Drug resistanceFAERS: 1US FAERS
120Drug screen positiveFAERS: 1US FAERS
121Duodenal UlcerFAERS: 1US FAERS
122DysgeusiaFAERS: 1
Canada Vigilance: 1
2938530
3905561
5694119
CTD
SIDER
Canada Vigilance
US FAERS
123DyspepsiaFAERS: 1623127
769707
5488219
CTD
US FAERS
124Emotional distressFAERS: 1US FAERS
125Epidermolysis BullosaFAERS: 1US FAERS
126Erectile dysfunctionFAERS: 1US FAERS
127EructationFAERS: 1US FAERS
128Eye ulcerFAERS: 1US FAERS
129Fibroadenoma of breastFAERS: 1US FAERS
130Gastrointestinal motility disorderFAERS: 1US FAERS
131Hepatitis C antibody positiveFAERS: 1US FAERS
132Hepatitis C virusFAERS: 1US FAERS
133HepatitisFAERS: 1536182
7253120
18092909
CTD
US FAERS
134HirsutismFAERS: 1US FAERS
135HydrocephalusFAERS: 1US FAERS
136HypotensionFAERS: 1US FAERS
137Hypothalamo-pituitary disorderFAERS: 1US FAERS
138HypothyroidismFAERS: 1US FAERS
139HypoventilationFAERS: 1US FAERS
140Immune thrombocytopenic purpuraFAERS: 1US FAERS
141Inappropriate schedule of drug administrationFAERS: 1US FAERS
142Incorrect dose administeredFAERS: 1US FAERS
143Intestinal diaphragm diseaseFAERS: 1US FAERS
144LethargyFAERS: 17445978CTD
US FAERS
145LeukodystrophyFAERS: 1US FAERS
146LeukopeniaFAERS: 1
Canada Vigilance: 1

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CTD
SIDER
Canada Vigilance
US FAERS
147Lung consolidationFAERS: 1US FAERS
148Lymphocytic infiltrationFAERS: 1US FAERS
149MalaiseFAERS: 1US FAERS
150Mental status changesFAERS: 1US FAERS
151MicrographiaFAERS: 1US FAERS
152Multiple SclerosisFAERS: 1US FAERS
153Muscle RigidityFAERS: 19476721CTD
US FAERS
154Myasthenia GravisFAERS: 1

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CTD
SIDER
US FAERS
155NasopharyngitisFAERS: 1US FAERS
156NecrosisFAERS: 1US FAERS
157NephrolithiasisFAERS: 1US FAERS
158Neurological decompensationFAERS: 1US FAERS
159NocturiaFAERS: 1US FAERS
160OpisthotonusFAERS: 1US FAERS
161Oropharyngeal painFAERS: 1US FAERS
162OsteomyelitisFAERS: 1US FAERS
163Pericardial effusionFAERS: 1US FAERS
164Peripheral swellingFAERS: 1US FAERS
165PolyarthritisFAERS: 1US FAERS
166PolydactylyFAERS: 1OFFSIDES
US FAERS
167PolyneuropathyFAERS: 1US FAERS
168PosturingFAERS: 1US FAERS
169Product dispensing errorFAERS: 1US FAERS
170Product distribution issueFAERS: 1US FAERS
171Product lot number issueFAERS: 1US FAERS
172Product packaging quantity issueFAERS: 1US FAERS
173Product physical issueFAERS: 1US FAERS
174Product quality issueFAERS: 1US FAERS
175Product storage errorFAERS: 1US FAERS
176Product use issueFAERS: 1US FAERS
177ProgeriaFAERS: 1US FAERS
178Pseudoxanthoma ElasticumFAERS: 1US FAERS
179PsoriasisFAERS: 1US FAERS
180Psychiatric symptomFAERS: 1US FAERS
181Pulmonary malformationFAERS: 1OFFSIDES
US FAERS
182PurpuraFAERS: 1US FAERS
183Renal cystFAERS: 1US FAERS
184Respiratory distressFAERS: 1US FAERS
185Restless Legs SyndromeFAERS: 1US FAERS
186Rheumatoid ArthritisFAERS: 1US FAERS
187Seronegative arthritisFAERS: 1US FAERS
188Single umbilical arteryFAERS: 1US FAERS
189Sjogren's SyndromeFAERS: 1US FAERS
190Skin noduleFAERS: 1US FAERS
191Status EpilepticusFAERS: 1US FAERS
192Stevens-Johnson SyndromeFAERS: 11172464
25811541
CTD
US FAERS
193StomatitisFAERS: 1SIDER
US FAERS
194SwellingFAERS: 1US FAERS
195SyncopeFAERS: 1US FAERS
196SyndactylyFAERS: 1OFFSIDES
US FAERS
197TalipesFAERS: 1US FAERS
198ThrombocytopeniaFAERS: 1
Canada Vigilance: 4

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CTD
SIDER
Canada Vigilance
US FAERS
199Umbilical cord vascular disorderFAERS: 1US FAERS
200Unevaluable eventFAERS: 1US FAERS
201Unresponsive to stimuliFAERS: 1US FAERS
202Urinary sediment presentFAERS: 1US FAERS
203Urine copper increasedFAERS: 1US FAERS
204Urine flow decreasedFAERS: 1US FAERS
205jaundiceFAERS: 12774703
6179735
7253120
CTD
US FAERS
206Actinic keratosisOFFSIDES
207Adrenogenital SyndromeOFFSIDES
208AgitationSIDER
209Agranulocytosis5488219
7313901
CTD
SIDER
210Albuminuria5488219CTD
211Alkaline phosphatase serum increasedSIDER
212AmphetaminesOFFSIDES
213Anemia, Hemolytic49598
1154051
CTD
214Anemia228408
10555917
11149553
CTD
215Anti-Glomerular Basement Membrane Disease

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CTD
216Anti-Neutrophil Cytoplasmic Antibody-Associated Vasculitis8592607
10693882
CTD
217Aortic Diseases6186262
6666578
CTD
218Apnea3768231CTD
219ArthralgiaCanada Vigilance: 1Canada Vigilance
SIDER
220Arthritis, Experimental290353
4014226
CTD
221Arthritis, Psoriatic1775410CTD
222Arthritis, Reactive3396226CTD
223AscitesOFFSIDES
224Autoimmune Diseases

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CTD
225Autoimmune hepatitisOFFSIDES
226Back PainCanada Vigilance: 1Canada Vigilance
227Band neutrophil percentage increasedOFFSIDES
228Basal Ganglia Diseases12839386CTD
229Basal cell carcinomaOFFSIDES
230Blepharoptosis

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CTD
231Blood alkaline phosphatase increasedCanada Vigilance: 1Canada Vigilance
SIDER
232Blood and lymphatic system disordersSIDER
233Blood brain barrier defectOFFSIDES
234Blood creatinine decreasedOFFSIDES
235Blood gases abnormalOFFSIDES
236Blood lactate dehydrogenase increasedOFFSIDES
237Blood sodiumOFFSIDES
238Blood urea increasedOFFSIDES
239Bone Marrow Diseases2952797CTD
240Bone formation decreasedOFFSIDES
241Brain Diseases2617716CTD
242Bronchiolitis Obliterans6723128
7043674
CTD
243Bronchoalveolar LavageOFFSIDES
244Candida serology positiveOFFSIDES
245Catheter related infectionOFFSIDES
246CheilosisSIDER
247Chemical and Drug Induced Liver Injury

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CTD
248ChromaturiaCanada Vigilance: 1Canada Vigilance
249Circumstance or information capable of leading to medication errorOFFSIDES
250CirrhosisOFFSIDES
251ColitisOFFSIDES
252ConfabulationOFFSIDES
253Connective Tissue Diseases4042411CTD
254ContractureOFFSIDES
255CryptorchidismOFFSIDES
256Cystinuria

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CTD
257Cystitis6530353CTD
258Deafness NeurosensoryOFFSIDES
259Deglutition Disorders

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CTD
260Demyelinating Diseases2327244CTD
261Dermatitis, Allergic Contact13761469CTD
262Dermatitis6365381CTD
SIDER
263Dermatomyositis

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CTD
SIDER
264Device related infectionOFFSIDES
265Diplopia

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CTD
266Disease ProgressionOFFSIDES
267Disseminated Intravascular Coagulation6365381CTD
268Drug Eruptions4853253CTD
269Drug-induced lupus erythematosusSIDER
270DysmorphismOFFSIDES
271Dyspnea2939913
4853253
CTD
272EczemaCanada Vigilance: 1Canada Vigilance
273Edema7452649CTD
274Ejection Fraction DecreasedOFFSIDES
275EndocarditisOFFSIDES
276EndophthalmitisOFFSIDES
277Endotoxic shockOFFSIDES
278Eosinophilia228408
4853253
9077501
CTD
SIDER
279Eosinophilic PneumoniaOFFSIDES
280Epigastric painSIDER
281Epilepsy3579660CTD
282Erythema MultiformeCanada Vigilance: 1Canada Vigilance
283Escherichia urinary tract infectionOFFSIDES
284Evans syndrome1925397CTD
285Exanthema

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CTD
286ExtravasationSIDER
287Eyelid Diseases966573CTD
288Fasciitis9077501CTD
289Fatty Liver7445978CTD
290Feeding and Eating Disorders290353
4853253
CTD
291Fetal Diseases2617716CTD
292Fever

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CTD
293Gastrointestinal Diseases691197
2939913
2952797
CTD
294Gastrointestinal amyloidosisOFFSIDES
295GingivostomatitisSIDER
296Glomerulonephritis

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CTD
OFFSIDES
SIDER
297GlossitisSIDER
298Guillain-Barre Syndrome6590007CTD
SIDER
299Haptoglobin DecreasedOFFSIDES
300Heart Block2591396
4056558
8187449
CTD
301Heart Diseases6830075CTD
302Hemarthrosis4014226CTD
303Hematuria

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CTD
304Hemoptysis1314978
3430507
CTD
305Hemorrhage

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CTD
306Hepatic necrosisOFFSIDES
307Hepatitis COFFSIDES
308Hepatitis, Chronic48830
25053573
CTD
309Hepatolenticular Degeneration

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CTD
310Hypercholesterolemia8055207CTD
311HyperplasiaSIDER
312HyperpyrexiaSIDER
313Immune Complex Diseases122655
159020
CTD
314IncontinenceOFFSIDES
315Inflammation22945834CTD
316Infusion site mobility decreasedOFFSIDES
317Isaacs syndrome466063CTD
318JC virus infectionOFFSIDES
319Jaundice, Obstructive

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CTD
320Joint abscessOFFSIDES
321Kidney Diseases

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CTD
322Lafora Disease7445978CTD
323Lead Poisoning125923
5953529
7370063
CTD
324LeukocytosisSIDER
325Lichen PlanusSIDER
326Lichenoid Eruptions49598
17346443
CTD
327Limb operationOFFSIDES
328Liver Cirrhosis20946909CTD
329Liver diseases21364284
24901380
CTD
330Liver neoplasms3972888CTD
331Low Back Pain1833009CTD
332Lung Diseases, Interstitial6637187
7043674
CTD
333Lung Diseases, Obstructive3083505CTD
334Lung diseases

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CTD
335Lupus Erythematosus, Systemic

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CTD
336Lupus ErythematosusSIDER
337Lupus-like syndromeSIDER
338LymphadenopathySIDER
339Lymphocyte percentage decreasedOFFSIDES
340MacrocytosisOFFSIDES
341Mental disorders2334309CTD
342Mercury Poisoning7370063CTD
343Mesothelioma24013775CTD
344MonocytosisSIDER
345Muscle Weakness

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CTD
346Musculoskeletal discomfortSIDER
347Myasthenia Gravis, Autoimmune, Experimental6431900CTD
348Myoclonus5421930CTD
349Myositis

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CTD
350Nephritis, Interstitial3823508CTD
351NephritisCanada Vigilance: 16939878CTD
Canada Vigilance
352Neurologic Manifestations7710368CTD
353Neuromuscular Diseases6475118CTD
354NeuropathySIDER
355Olfaction Disorders2025947CTD
356Ophthalmoplegia6305039
6481374
9093961
CTD
357Optic Neuritis1172464
5953529
CTD
SIDER
358Oral Ulcer623127
2938530
CTD
359OsteolysisOFFSIDES
360Pancreatitis7445978CTD
SIDER
361PapuleSIDER
362Paraproteinemias5645186CTD
363Paresis2144538CTD
364Peptic UlcerSIDER
365Peptic ulcer reactivatedSIDER
366Peripheral Nervous System Diseases5488219
6305039
CTD
367PeritonitisOFFSIDES
368Pharyngolaryngeal PainOFFSIDES
369Pneumocystis jiroveci pneumoniaOFFSIDES
370Polyarteritis Nodosa2399379CTD
371PolyarthralgiaSIDER
372Polymyositis

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CTD
SIDER
373Polyradiculopathy2327244CTD
374Postoperative Complications3768231
7425327
CTD
375Primary Myelofibrosis4587169CTD
376Prion Diseases14519758CTD
377Protein urine presentSIDER
378Protein-losing gastroenteropathyOFFSIDES
379ProteinuriaCanada Vigilance: 1

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CTD
SIDER
Canada Vigilance
380Pruritus769707
8463474
CTD
381Psychotic Disorders7792379CTD
382Pulmonary Fibrosis6531886CTD
SIDER
383Pulmonary InfarctionOFFSIDES
384Purulent dischargeOFFSIDES
385Pyridoxine DeficiencySIDER
386QuadriparesisOFFSIDES
387Rash erythematousSIDER
388Red blood cell schistocytes presentOFFSIDES
389Renal Insufficiency

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CTD
390Renal tubular disorderOFFSIDES
391Renal vasculitisSIDER
392Respiratory FailureOFFSIDES
393Respiratory Insufficiency7425327CTD
394Respiratory tract infection fungalOFFSIDES
395Retinal Diseases736410CTD
396RetrocollisOFFSIDES
397Rhabdomyolysis144507CTD
398SalmonellaOFFSIDES
399Scleroderma renal crisisOFFSIDES
400Seizures5421930CTD
401Signs and Symptoms, Digestive144507
2938530
CTD
402Skin Abnormalities

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CTD
403Splenomegaly21227906CTD
404Synovitis290353
4014226
CTD
SIDER
405Taste Disorders

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CTD
406Thalamic Diseases9476721CTD
407ThrombocytosisSIDER
408ThrombophlebitisSIDER
409Thrombotic thrombocytopenic purpura, acquired1168300CTD
410Thymoma1212597CTD
411Thymus Hyperplasia930944
6535556
7282112
CTD
412ThyroiditisSIDER
413TinnitusOFFSIDES
SIDER
414Toxic Epidermal NecrolysisSIDER
415TraumaSIDER
416UlcerOFFSIDES
417Uremia760401CTD
418Urination Disorders3977424CTD
419Vasculitis, Central Nervous System9093961CTD
420Ventricular hypokinesiaOFFSIDES
421Vision Disorders1940953CTD
422Vitamin B 6 Deficiency3341945
5421930
CTD
423Weight Gain7445978CTD
424Wrong drug administeredOFFSIDES
425melanoma22843330CTD
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