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cyamemazine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	746	3546-03-0

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: cyamemazine ciamatil cianatil cyamemazin cyamepromazine cyamepromezine	phototoxic neuroleptic effects Molecular weight: 323.46 Formula: C19H21N3S CLOGP: 4.87 LIPINSKI: 0 HAC: 3 HDO: 0 TPSA: 30.27 ALOGS: -4.05 ROTB: 4

Molecule

Description

Molfile Inchi Smiles

Synonyms:

cyamemazine
ciamatil
cianatil
cyamemazin
cyamepromazine
cyamepromezine

phototoxic neuroleptic effects

Molecular weight: 323.46
Formula: C19H21N3S
CLOGP: 4.87
LIPINSKI: 0
HAC: 3
HDO: 0
TPSA: 30.27
ALOGS: -4.05
ROTB: 4

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Coma	1141.51	49.67	366	5784	63998	63418874
Poisoning deliberate	789.97	49.67	189	5961	11029	63471843
Toxicity to various agents	301.77	49.67	223	5927	247027	63235845
Somnolence	292.27	49.67	193	5957	178492	63304380
Hepatocellular injury	202.53	49.67	82	6068	27299	63455573
Suicide attempt	186.79	49.67	99	6051	60819	63422053
Drug abuse	181.37	49.67	103	6047	72415	63410457
Altered state of consciousness	167.66	49.67	70	6080	25160	63457712
Rhabdomyolysis	165.31	49.67	82	6068	43869	63439003
Hypotension	143.52	49.67	153	5997	272451	63210421
Intentional overdose	137.70	49.67	87	6063	74065	63408807
Extrapyramidal disorder	123.56	49.67	47	6103	13237	63469635
Miosis	109.98	49.67	37	6113	7316	63475556
Tachycardia	99.34	49.67	86	6064	118070	63364802
Bladder dilatation	95.32	49.67	21	6129	836	63482036
Urinary retention	83.67	49.67	46	6104	30255	63452617
Asphyxia	80.32	49.67	28	6122	6153	63476719
Sinus tachycardia	78.68	49.67	41	6109	24227	63458645
Neuroleptic malignant syndrome	78.52	49.67	33	6117	12023	63470849
Drug interaction	73.22	49.67	100	6050	229031	63253841
Hypotonia neonatal	72.23	49.67	18	6132	1228	63481644
Drug reaction with eosinophilia and systemic symptoms	71.09	49.67	43	6107	33793	63449079
Wrong patient received product	71.02	49.67	20	6130	2187	63480685
Serotonin syndrome	69.57	49.67	40	6110	28642	63454230
Poisoning	68.08	49.67	31	6119	13669	63469203
Hepatic cytolysis	64.60	49.67	31	6119	15376	63467496
Electrocardiogram QT prolonged	61.77	49.67	49	6101	59481	63423391
Megacolon	60.01	49.67	17	6133	1898	63480974
Faecal vomiting	56.94	49.67	13	6137	609	63482263
Cerebral microhaemorrhage	55.77	49.67	10	6140	134	63482738
Drug use disorder	54.99	49.67	20	6130	4964	63477908
Brain death	54.32	49.67	18	6132	3392	63479480
Overdose	54.03	49.67	61	6089	115017	63367855
Vasoplegia syndrome	52.87	49.67	15	6135	1684	63481188
Pyramidal tract syndrome	52.25	49.67	11	6139	352	63482520
Muscle rigidity	50.84	49.67	24	6126	11476	63471396

FDA Adverse Event Reporting System (Male)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Coma	1224.07	41.32	408	5619	45270	34905634
Poisoning deliberate	739.01	41.32	187	5840	7657	34943247
Drug abuse	365.33	41.32	221	5806	98875	34852029
Miosis	334.01	41.32	105	5922	9430	34941474
Somnolence	272.19	41.32	192	5835	110924	34839980
Asphyxia	185.19	41.32	62	5965	6773	34944131
Altered state of consciousness	141.40	41.32	72	5955	22821	34928083
Mydriasis	132.29	41.32	49	5978	7188	34943716
Intentional overdose	129.05	41.32	85	5942	43589	34907315
Extrapyramidal disorder	105.01	41.32	49	5978	12831	34938073
Toxicity to various agents	102.96	41.32	148	5879	200214	34750690
Hepatocellular injury	100.98	41.32	57	5970	22154	34928750
Pneumonia aspiration	89.75	41.32	67	5960	41836	34909068
Hepatic cytolysis	73.53	41.32	40	5987	14456	34936448
Rhabdomyolysis	72.39	41.32	73	5954	68090	34882814
Bladder dilatation	71.74	41.32	21	6006	1471	34949433
Drug dependence	71.11	41.32	47	5980	24170	34926734
Suicide attempt	69.48	41.32	56	5971	39060	34911844
Wrong patient	67.47	41.32	13	6014	142	34950762
Hyperthermia	64.46	41.32	33	5994	10544	34940360
Tachycardia	62.57	41.32	75	5952	84697	34866207
Bradypnoea	62.32	41.32	22	6005	2807	34948097
Colitis ischaemic	60.19	41.32	27	6000	6448	34944456
Respiratory depression	58.82	41.32	36	5991	16209	34934695
Depressed level of consciousness	57.04	41.32	52	5975	42789	34908115
Agitation	56.43	41.32	59	5968	57340	34893564
Disturbance in attention	52.21	41.32	40	5987	25905	34924999
Sedation	50.39	41.32	36	5991	20970	34929934
Electrocardiogram QT prolonged	47.40	41.32	46	5981	40906	34909998
Diarrhoea	47.04	41.32	6	6021	389906	34560998

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Coma	2268.13	39.56	761	11092	99888	79632647
Poisoning deliberate	1470.39	39.56	375	11478	18453	79714082
Somnolence	558.81	39.56	379	11474	238602	79493933
Drug abuse	526.57	39.56	317	11536	162374	79570161
Miosis	443.77	39.56	142	11711	15647	79716888
Toxicity to various agents	344.78	39.56	365	11488	421175	79311360
Altered state of consciousness	302.93	39.56	142	11711	43680	79688855
Hepatocellular injury	279.77	39.56	138	11715	47455	79685080
Intentional overdose	253.58	39.56	171	11682	105789	79626746
Suicide attempt	248.06	39.56	154	11699	82778	79649757
Asphyxia	243.59	39.56	84	11769	11636	79720899
Rhabdomyolysis	196.85	39.56	145	11708	102986	79629549
Extrapyramidal disorder	192.99	39.56	85	11768	22594	79709941
Bladder dilatation	163.89	39.56	42	11811	2077	79730458
Mydriasis	162.72	39.56	70	11783	17573	79714962
Hypotension	150.60	39.56	249	11604	440068	79292467
Tachycardia	144.57	39.56	154	11699	177614	79554921
Pneumonia aspiration	141.02	39.56	100	11753	66867	79665668
Hepatic cytolysis	125.44	39.56	67	11786	27084	79705451
Urinary retention	113.31	39.56	82	11771	56548	79675987
Neuroleptic malignant syndrome	99.94	39.56	58	11795	27501	79705034
Electrocardiogram QT prolonged	98.70	39.56	92	11761	90294	79642241
Megacolon	96.32	39.56	31	11822	3464	79729071
Drug interaction	94.16	39.56	197	11656	414986	79317549
Agitation	92.88	39.56	93	11760	99622	79632913
Bradypnoea	90.44	39.56	34	11819	6018	79726517
Depressed level of consciousness	87.92	39.56	89	11764	96563	79635972
Drug dependence	86.05	39.56	61	11792	40708	79691827
Hyperthermia	84.68	39.56	45	11808	17992	79714543
Overdose	83.58	39.56	119	11734	184087	79548448
Poisoning	83.28	39.56	50	11803	25222	79707313
Pain	81.87	39.56	6	11847	703796	79028739
Disturbance in attention	80.47	39.56	64	11789	50737	79681798
Respiratory depression	79.16	39.56	50	11803	27580	79704955
Sinus tachycardia	77.37	39.56	55	11798	36853	79695682
Wrong patient received product	76.56	39.56	28	11825	4590	79727945
Arthralgia	72.24	39.56	3	11850	571800	79160735
Drug use disorder	72.18	39.56	32	11821	8619	79723916
Drug reaction with eosinophilia and systemic symptoms	71.28	39.56	66	11787	64178	79668357
Fatigue	70.99	39.56	25	11828	929702	78802833
Wrong patient	69.27	39.56	15	11838	353	79732182
Colitis ischaemic	68.40	39.56	37	11816	15322	79717213
Pneumonia	67.97	39.56	9	11844	660237	79072298
Confusional state	65.21	39.56	145	11708	317852	79414683
Drug ineffective	62.92	39.56	42	11811	1080871	78651664
Blood creatine phosphokinase increased	62.17	39.56	62	11791	66028	79666507
Sedation	58.89	39.56	54	11799	51841	79680694
Dizziness	57.06	39.56	6	11847	526435	79206100
Death	56.05	39.56	198	11655	566316	79166219
Nausea	55.91	39.56	37	11816	957159	78775376
Headache	54.44	39.56	15	11838	653757	79078778
Aggression	52.01	39.56	50	11803	50908	79681627
Serotonin syndrome	51.37	39.56	47	11806	44980	79687555
Faecaloma	49.11	39.56	27	11826	11537	79720998
Chemical submission	48.37	39.56	11	11842	326	79732209
Cerebral microhaemorrhage	46.07	39.56	10	11843	238	79732297
Vasoplegia syndrome	45.69	39.56	18	11835	3612	79728923
Cholestasis	45.55	39.56	47	11806	52062	79680473
Diarrhoea	43.81	39.56	40	11813	880449	78852086
Agranulocytosis	43.73	39.56	43	11810	44987	79687548
Rash	41.62	39.56	17	11836	578341	79154194
Hypothermia	41.10	39.56	31	11822	22715	79709820
Subileus	41.10	39.56	19	11834	5635	79726900
Dyspnoea	40.22	39.56	41	11812	856984	78875551

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	N05AA06	NERVOUS SYSTEM PSYCHOLEPTICS ANTIPSYCHOTICS Phenothiazines with aliphatic side-chain

Drug Use | Suggest Off label Use Form| |View source of the data|

None

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	8.92	Basic
pKa2	2.39	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source
D(1A) dopamine receptor	GPCR	P21728	DRD1_HUMAN		Ki	8.42	PDSP
D(2) dopamine receptor	GPCR	P14416	DRD2_HUMAN		Ki	8.24	PDSP
5-hydroxytryptamine receptor 1A	GPCR	P08908	5HT1A_HUMAN	ANTAGONIST	Ki	6.30	IUPHAR
5-hydroxytryptamine receptor 2A	GPCR	P28223	5HT2A_HUMAN	ANTAGONIST	Ki	8.80	IUPHAR
5-hydroxytryptamine receptor 2C	GPCR	P28335	5HT2C_HUMAN	ANTAGONIST	Ki	7.90	IUPHAR
5-hydroxytryptamine receptor 7	GPCR	P34969	5HT7R_HUMAN	ANTAGONIST	Ki	7.20	IUPHAR
D(3) dopamine receptor	GPCR	P35462	DRD3_HUMAN		Ki	8.60	PDSP
Muscarinic acetylcholine receptor M1	GPCR	P11229	ACM1_HUMAN		Ki	7.89	PDSP
Muscarinic acetylcholine receptor M2	GPCR	P08172	ACM2_HUMAN		Ki	7.38	PDSP
Muscarinic acetylcholine receptor M3	GPCR	P20309	ACM3_HUMAN		Ki	7.50	PDSP
Muscarinic acetylcholine receptor M4	GPCR	P08173	ACM4_HUMAN		Ki	7.92	PDSP
Muscarinic acetylcholine receptor M5	GPCR	P08912	ACM5_HUMAN		Ki	7.46	PDSP
5-hydroxytryptamine receptor 3A	Ion channel	P46098	5HT3A_HUMAN		Ki	5.53	PDSP

External reference:

ID	Source
D07307	KEGG_DRUG
21877	RXNORM
C0056643	UMLSCUI
CHEBI:135379	CHEBI
CHEMBL2104153	ChEMBL_ID
DB09000	DRUGBANK_ID
C028457	MESH_SUPPLEMENTAL_RECORD_UI
62865	PUBCHEM_CID
84	IUPHAR_LIGAND_ID
1148	INN_ID
A2JGV5CNU4	UNII
005507	NDDF

Pharmaceutical products:

None