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

Stem definition	Drug id	CAS RN
serotonin (5-HT1) receptor agonists, sumatriptan derivatives	2543	103628-46-2

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: GR43175 GR 43175 sumatriptan sumatriptan succinate	A serotonin agonist that acts selectively at 5HT1 receptors. It is used in the treatment of MIGRAINE DISORDERS. Molecular weight: 295.40 Formula: C14H21N3O2S CLOGP: 0.74 LIPINSKI: 0 HAC: 5 HDO: 2 TPSA: 65.20 ALOGS: -3.37 ROTB: 5 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

GR43175
GR 43175
sumatriptan
sumatriptan succinate

A serotonin agonist that acts selectively at 5HT1 receptors. It is used in the treatment of MIGRAINE DISORDERS.

Molecular weight: 295.40
Formula: C14H21N3O2S
CLOGP: 0.74
LIPINSKI: 0
HAC: 5
HDO: 2
TPSA: 65.20
ALOGS: -3.37
ROTB: 5

Status: OFP

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

Drug dosage:

Dose	Unit	Route
20	mg	N
50	mg	O
6	mg	P
25	mg	R

ADMET properties:

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Property	Value	Reference
EoM (Fraction excreted unchanged in urine)	22 %	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	21.40 mg/mL	Benet LZ, Broccatelli F, Oprea TI
CL (Clearance)	19 mL/min/kg	Lombardo F, Berellini G, Obach RS
BA (Bioavailability)	14 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution)	1.70 L/kg	Lombardo F, Berellini G, Obach RS
t_half (Half-life)	1.70 hours	Lombardo F, Berellini G, Obach RS
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
fu (Fraction unbound in plasma)	0.83 %	Lombardo F, Berellini G, Obach RS
MRTD (Maximum Recommended Therapeutic Daily Dose)	0.68 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

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Approvals:

Date	Agency	Company	Orphan
Dec. 28, 1992	FDA	GLAXOSMITHKLINE

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
Product physical issue	4071.35	11.48	911	48705	4069	63435337
Product dose omission issue	1058.50	11.48	1097	48519	233216	63206190
Application site erythema	566.34	11.48	192	49424	4643	63434763
Migraine	536.74	11.48	523	49093	102823	63336583
Product quality issue	495.46	11.48	323	49293	35542	63403864
Application site burn	379.03	11.48	95	49521	739	63438667
Device deployment issue	334.96	11.48	123	49493	3779	63435627
Application site pain	326.65	11.48	123	49493	4059	63435347
Device malfunction	323.01	11.48	191	49425	17666	63421740
Application site discolouration	263.85	11.48	71	49545	750	63438656

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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
Product physical issue	967.79	17.42	199	7703	2342	34946687
Product dose omission issue	243.30	17.42	207	7695	119504	34829525
Migraine	124.03	17.42	66	7836	17412	34931617
Product quality issue	122.79	17.42	65	7837	16970	34932059
Headache	91.76	17.42	163	7739	200472	34748557
Device deployment issue	91.23	17.42	18	7884	167	34948862
Arteriospasm coronary	80.91	17.42	30	7872	3352	34945677
Coronary artery dissection	60.29	17.42	14	7888	295	34948734
Device malfunction	59.18	17.42	34	7868	10387	34938642
Device issue	53.13	17.42	31	7871	9746	34939283

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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
Product physical issue	1313.30	11.71	329	42716	3856	79697487
Migraine	557.66	11.71	425	42620	87068	79614275
Application site erythema	404.92	11.71	138	42907	4972	79696371
Product dose omission issue	339.91	11.71	533	42512	247004	79454339
Application site burn	285.44	11.71	71	42974	804	79700539
Application site pain	236.52	11.71	91	42954	4656	79696687
Product quality issue	231.79	11.71	172	42873	33768	79667575
Headache	195.28	11.71	782	42263	652990	79048353
Application site discolouration	188.92	11.71	51	42994	813	79700530
Arteriospasm coronary	186.86	11.71	85	42960	6631	79694712

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	N02CC01	NERVOUS SYSTEM ANALGESICS ANTIMIGRAINE PREPARATIONS Selective serotonin (5HT1) agonists
CHEBI has role	CHEBI:35941	serotonin agonists
FDA EPC	N0000175765	Serotonin-1b and Serotonin-1d Receptor Agonist
FDA MoA	N0000175763	Serotonin 1b Receptor Agonists
FDA MoA	N0000175764	Serotonin 1d Receptor Agonists
MeSH PA	D002317	Cardiovascular Agents
MeSH PA	D018377	Neurotransmitter Agents
MeSH PA	D058825	Serotonin 5-HT1 Receptor Agonists
MeSH PA	D018490	Serotonin Agents
MeSH PA	D017366	Serotonin Receptor Agonists

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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
Migraine	indication	37796009	DOID:6364
Cluster headache syndrome	indication	193031009
Tachyarrhythmia	contraindication	6285003
Alcoholism	contraindication	7200002
Hypercholesterolemia	contraindication	13644009
Myocardial infarction	contraindication	22298006	DOID:5844
Hypertensive disorder	contraindication	38341003	DOID:10763
Gastrointestinal ulcer	contraindication	40845000
Body fluid retention	contraindication	43498006
Chronic heart failure	contraindication	48447003

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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	11.23	acidic
pKa2	13.42	acidic
pKa3	8.28	Basic

Orange Book patent data (new drug applications)

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Formulation strength	Trade name	Applicant	Application number	Approval date	Type	Dose form	Route	Patent number	Patent expiration date	Patent use
10MG/SPRAY	TOSYMRA	TONIX MEDS	N210884	Jan. 25, 2019	RX	SPRAY	NASAL	8440631	May 9, 2026	ACUTE TREATMENT OF MIGRAINE
10MG/SPRAY	TOSYMRA	TONIX MEDS	N210884	Jan. 25, 2019	RX	SPRAY	NASAL	10603305	June 16, 2030	ACUTE TREATMENT OF MIGRAINE
10MG/SPRAY	TOSYMRA	TONIX MEDS	N210884	Jan. 25, 2019	RX	SPRAY	NASAL	11337962	June 16, 2030	ACUTE TREATMENT OF MIGRAINE
10MG/SPRAY	TOSYMRA	TONIX MEDS	N210884	Jan. 25, 2019	RX	SPRAY	NASAL	9610280	June 16, 2030	ACUTE TREATMENT OF MIGRAINE
10MG/SPRAY	TOSYMRA	TONIX MEDS	N210884	Jan. 25, 2019	RX	SPRAY	NASAL	9974770	June 16, 2030	ACUTE TREATMENT OF MIGRAINE
10MG/SPRAY	TOSYMRA	TONIX MEDS	N210884	Jan. 25, 2019	RX	SPRAY	NASAL	9211282	July 19, 2031	ACUTE TREATMENT OF MIGRAINE
500MG;EQ 85MG BASE	TREXIMET	CURRAX	N021926	April 15, 2008	RX	TABLET	ORAL	7332183	Oct. 2, 2025	TREATMENT OF MIGRAINE
60MG;EQ 10MG BASE	TREXIMET	CURRAX	N021926	May 14, 2015	DISCN	TABLET	ORAL	7332183	Oct. 2, 2025	ACUTE TREATMENT OF MIGRAINE
EQ 11MG BASE	ONZETRA XSAIL	CURRAX	N206099	Jan. 27, 2016	RX	POWDER	NASAL	8327844	Oct. 3, 2023	METHOD OF DRUG DELIVERY VIA THE NASAL CAVITY
EQ 11MG BASE	ONZETRA XSAIL	CURRAX	N206099	Jan. 27, 2016	RX	POWDER	NASAL	7975690	Aug. 18, 2025	METHOD OF DRUG DELIVERY VIA THE NASAL CAVITY

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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
5-hydroxytryptamine receptor 1D	GPCR	P28221	5HT1D_HUMAN	AGONIST	Ki	8.92	CHEMBL	CHEMBL
5-hydroxytryptamine receptor 1B	GPCR	P28222	5HT1B_HUMAN	AGONIST	Ki	8.26	CHEMBL	CHEMBL
5-hydroxytryptamine receptor 2C	GPCR	P28335	5HT2C_HUMAN		IC50	8.14	CHEMBL
5-hydroxytryptamine receptor 6	GPCR	P50406	5HT6R_HUMAN	ANTAGONIST	Ki	5.60	IUPHAR
5-hydroxytryptamine receptor 7	GPCR	P34969	5HT7R_HUMAN	ANTAGONIST	Ki	6	IUPHAR
5-hydroxytryptamine receptor 3A	Ion channel	P46098	5HT3A_HUMAN		IC50	8.03	CHEMBL
5-hydroxytryptamine receptor 5A	GPCR	P47898	5HT5A_HUMAN		IC50	6.30	CHEMBL
5-hydroxytryptamine receptor 1F	GPCR	P30939	5HT1F_HUMAN		Ki	7.59	CHEMBL
5-hydroxytryptamine receptor 1E	GPCR	P28566	5HT1E_HUMAN		IC50	5.26	CHEMBL
Multidrug and toxin extrusion protein 1	Transporter	Q96FL8	S47A1_HUMAN		IC50	5.17	CHEMBL

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External reference:

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ID	Source
004044	NDDF
004045	NDDF
103628-48-4	SECONDARY_CAS_RN
158892	MMSL
166806	MMSL
25268	MMSL
31925	MMSL
322822007	SNOMEDCT_US
37418	RXNORM
395892000	SNOMEDCT_US

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0478	INJECTION	6 mg	SUBCUTANEOUS	NDA	28 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0478	INJECTION	6 mg	SUBCUTANEOUS	NDA	28 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0478	INJECTION	6 mg	SUBCUTANEOUS	NDA	28 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0479	INJECTION	6 mg	SUBCUTANEOUS	NDA	28 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0479	INJECTION	6 mg	SUBCUTANEOUS	NDA	28 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0479	INJECTION	6 mg	SUBCUTANEOUS	NDA	28 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0523	SPRAY	20 mg	NASAL	NDA	27 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0523	SPRAY	20 mg	NASAL	NDA	27 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0524	SPRAY	5 mg	NASAL	NDA	27 sections
IMITREX	HUMAN PRESCRIPTION DRUG LABEL	1	0173-0524	SPRAY	5 mg	NASAL	NDA	27 sections

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