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

Stem definition	Drug id	CAS RN
substances of the imipramine group	2758	739-71-9

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: trimipramine rhotrimine trimeprimine trimeproprimine trimipramine maleate surmontil trimipramine maleate salt trimipramine mesylate trimipramine monohydrochloride	Tricyclic antidepressant similar to IMIPRAMINE, but with more antihistaminic and sedative properties. Molecular weight: 294.44 Formula: C20H26N2 CLOGP: 5.44 LIPINSKI: 1 HAC: 2 HDO: 0 TPSA: 6.48 ALOGS: -4.05 ROTB: 4 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

trimipramine
rhotrimine
trimeprimine
trimeproprimine
trimipramine maleate
surmontil
trimipramine maleate salt
trimipramine mesylate
trimipramine monohydrochloride

Tricyclic antidepressant similar to IMIPRAMINE, but with more antihistaminic and sedative properties.

Molecular weight: 294.44
Formula: C20H26N2
CLOGP: 5.44
LIPINSKI: 1
HAC: 2
HDO: 0
TPSA: 6.48
ALOGS: -4.05
ROTB: 4

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
0.15	g	O
0.15	g	P

ADMET properties:

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Property	Value	Reference
BA (Bioavailability)	40 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
t_half (Half-life)	23 hours	Lombardo F, Berellini G, Obach RS
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
CL (Clearance)	16 mL/min/kg	Lombardo F, Berellini G, Obach RS
Vd (Volume of distribution)	16 L/kg	Lombardo F, Berellini G, Obach RS
MRTD (Maximum Recommended Therapeutic Daily Dose)	11.31 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
fu (Fraction unbound in plasma)	0.05 %	Lombardo F, Berellini G, Obach RS

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Approvals:

Date	Agency	Company	Orphan
June 12, 1979	FDA	ODYSSEY PHARMS

FDA Adverse Event Reporting System (Female)

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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
Deafness transitory	101.57	23.16	23	3298	1947	63483754
Functional gastrointestinal disorder	83.95	23.16	23	3298	4236	63481465
Coma	77.92	23.16	46	3275	64318	63421383
Abnormal loss of weight	77.00	23.16	23	3298	5759	63479942
Traumatic coma	76.80	23.16	11	3310	61	63485640
Gastrointestinal pain	65.13	23.16	23	3298	9753	63475948
Feeding disorder	58.13	23.16	23	3298	13339	63472362
Pneumonia aspiration	47.92	23.16	27	3294	34513	63451188
Suicide attempt	47.46	23.16	33	3288	60885	63424816
Eating disorder	47.18	23.16	22	3299	18994	63466707

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FDA Adverse Event Reporting System (Male)

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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
Prescription drug used without a prescription	108.39	31.34	23	1226	2131	34953551
Drug interaction	75.75	31.34	63	1186	225883	34729799
Brain oedema	73.85	31.34	25	1224	13796	34941886
Toxicity to various agents	61.12	31.34	53	1196	200309	34755373
Pulmonary oedema	46.88	31.34	26	1223	47503	34908179

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FDA Adverse Event Reporting System (Geriatric)

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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
Prescription drug used without a prescription	121.08	22.34	30	3816	4055	79736487
Toxicity to various agents	95.40	22.34	109	3737	421431	79319111
Drug interaction	91.65	22.34	106	3740	415077	79325465
Coma	91.10	22.34	58	3788	100591	79639951
Traumatic coma	71.49	22.34	10	3836	50	79740492
Brain oedema	64.24	22.34	29	3817	25234	79715308
Pneumonia aspiration	44.72	22.34	32	3814	66935	79673607
Drug abuse	39.88	22.34	44	3802	162647	79577895
Suicide attempt	38.65	22.34	32	3814	82900	79657642
Deafness transitory	38.17	22.34	9	3837	986	79739556

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	N06AA06	NERVOUS SYSTEM PSYCHOANALEPTICS ANTIDEPRESSANTS Non-selective monoamine reuptake inhibitors
CHEBI has role	CHEBI:35469	antidepressants
CHEBI has role	CHEBI:35703	Xenobiotic
CHEBI has role	CHEBI:78298	environmental contaminants
FDA EPC	N0000175752	Tricyclic Antidepressant
MeSH PA	D018663	Adrenergic Agents
MeSH PA	D018759	Adrenergic Uptake Inhibitors
MeSH PA	D000928	Antidepressive Agents
MeSH PA	D000929	Antidepressive Agents, Tricyclic
MeSH PA	D002491	Central Nervous System Agents

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

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Disease	Relation	SNOMED_ID	DOID
Depressive disorder	indication	35489007
Neuralgia	off-label use	16269008
Ocular hypertension	contraindication	4210003	DOID:9282
Suicidal thoughts	contraindication	6471006
Alcoholism	contraindication	7200002
Bipolar disorder	contraindication	13746004	DOID:3312
Electroconvulsive therapy	contraindication	23835007
Hyperthyroidism	contraindication	34486009	DOID:7998
Conduction disorder of the heart	contraindication	44808001
Disorder of cardiovascular system	contraindication	49601007	DOID:1287

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🐶 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	5.01	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Sodium-dependent serotonin transporter	Transporter	P31645	SC6A4_HUMAN	INHIBITOR	Ki	6.83	PDSP	IUPHAR
Sodium-dependent noradrenaline transporter	Transporter	P23975	SC6A2_HUMAN	INHIBITOR	Ki	5.61	IUPHAR	CHEMBL
Sodium-dependent dopamine transporter	Transporter	Q01959	SC6A3_HUMAN	INHIBITOR	Ki	5.42	PDSP	IUPHAR
Histamine H1 receptor	GPCR	P35367	HRH1_HUMAN	ANTAGONIST	Ki	8.85	PDSP
Voltage-dependent N-type calcium channel subunit alpha-1B	Ion channel	Q00975	CAC1B_HUMAN		IC50	4.96	CHEMBL
Solute carrier family 22 member 1	Transporter	O15245	S22A1_HUMAN		IC50	4.56	CHEMBL

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External reference:

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ID	Source
001507	NDDF
004605	NDDF
005363	NDDF
10834	RXNORM
1414	INN_ID
2164	MMSL
25332-13-2	SECONDARY_CAS_RN
373550009	SNOMEDCT_US
4018060	VANDF
4019962	VUID

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	42806-802	CAPSULE	25 mg	ORAL	ANDA	22 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	42806-803	CAPSULE	50 mg	ORAL	ANDA	22 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	42806-804	CAPSULE	100 mg	ORAL	ANDA	22 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	51991-944	CAPSULE	25 mg	ORAL	ANDA	23 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	51991-944	CAPSULE	25 mg	ORAL	ANDA	23 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	51991-945	CAPSULE	50 mg	ORAL	ANDA	23 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	51991-945	CAPSULE	50 mg	ORAL	ANDA	23 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	51991-946	CAPSULE	100 mg	ORAL	ANDA	23 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	51991-946	CAPSULE	100 mg	ORAL	ANDA	23 sections
Trimipramine Maleate	HUMAN PRESCRIPTION DRUG LABEL	1	64850-850	CAPSULE	25 mg	ORAL	ANDA	22 sections

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