Sumatriptan
Also known as Imitrex, Sumatran, Sumax
Key facts
What buyers check first
- CAS number
- 103628-46-2
- Formula
- C14H21N3O2S
- Molar mass
- 295.41 g/mol
- Melting point
- 169 to 171
- HS code
- 293590
- Category
- Cardiovascular and metabolic drugs
What is Sumatriptan?
Plain description, key identifiers and synonyms
Sumatriptan is a sulfonamide that consists of N,N-dimethyltryptamine bearing an additional (N-methylsulfamoyl)methyl substituent at position 5. Selective agonist for a vascular 5-HT1 receptor subtype (probably a member of the 5-HT1D family). Used (in the form of its succinate salt) for the acute treatment of migraine with or without aura in adults. It has a role as a serotonergic agonist and a vasoconstrictor agent. It is a member of tryptamines and a sulfonamide. It is functionally related to a N,N-dimethyltryptamine. It is a conjugate base of a sumatriptan(1+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methylmethanesulfonamide
- CAS number
- 103628-46-2 CAS number cross-checked
- EC number
- 600-462-9
- Molecular formula
- C14H21N3O2S
- UNII
- 8R78F6L9VO
- MDL number
- MFCD00866222
- InChIKey
- KQKPFRSPSRPDEB-UHFFFAOYSA-N
- InChI
- InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3
- SMILES (canonical and isomeric)
- CNS(=O)(=O)CC1=CC2=C(C=C1)NC=C2CCN(C)C
Synonyms
- Imitrex
- Sumatran
- Sumax
- Imigran
- Sumatriptanum
- Imigran Recovery
- 1-(3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide
- 3-(2-(Dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide
- 1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide
- 1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
- Tosymra
- 3-[2-(Dimethylamino)ethyl]-N-methylindole-5-methanesulfonamide
- 1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methylmethanesulfonamide
- 1H-Indole-5-methanesulfonamide, 3-[2-(dimethylamino)ethyl]-N-methyl-
- 3-[2-(Dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide
- Dfn-11 (sumatriptan injection)
- 1-[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]-N-methylmethanesulfonamide
- (3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide
- 1H-Indole-5-methanesulfonamide, 3-(2-(dimethylamino)ethyl)-N-methyl-
- 3-(2-(Dimethylamino)ethyl)-N-methylindole-5-methanesulfonamide
- Imigran Radis
- (3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide
- {3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
- 1-(3-(2-dimethylaminoethyl)-1H-indol-5-yl)-N-methyl-methanesulfonamide
- 1-(3-(2-dimethylaminoethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide
Show all 34 synonymsShow fewer synonyms
- Succinate, Sumatriptan
- AVP 825
- Imitrex (TN)
- GR 43175
- GR 43175X
- Imigran (TN)
- Sumatriptan (JAN/USP/INN)
- Tosymra (nasal spray)
- Sumatriptan Impurity 16
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Melting point | 169 to 171exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 295.41 g/molcalc.Computed value |
|---|---|
| Exact mass | 295.1354 Dacalc.Computed value |
| LogP (octanol/water) | 1.32calc.Computed value |
| Topological polar surface area | 65.2 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 20calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.43calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H319Causes serious eye irritation.
- H361Suspected of damaging fertility or the unborn child.
- H361dSuspected of damaging the unborn child.
- H412Harmful to aquatic life with long lasting effects.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P318If exposed or concerned, get medical advice.
- P337 + P317If eye irritation persists: Get medical help.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidSumatriptan suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Spain, Rubi ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
- Price on request
- India, Ahmedabad ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
- India, Hyderabad ManufacturerUnclaimed profileSumatriptanGrade Pharma (USP)Price on request
- Spain, Rubi ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
- Price on request
- Greece, Kifissia ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
- Pakistan, Rawalpindi ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
- Egypt, Cairo ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
- India, Hyderabad ManufacturerUnclaimed profileSumatriptanGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
92 suppliers in 21 countries
- United States27
- China19
- India13
- Spain5
- United Kingdom4
- Germany3
- and 15 more countries
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Sumatriptan price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Therapeutic category: Antimigraine.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Serotonin 5-HT1 Receptor Agonists
- Vasoconstrictor Agents
Roles
- analgesic
- anti-obesity agent
- cardiovascular drug
- neurotransmitter agent
- pharmaceutical
- serotonergic agonist
- serotonergic drug
- vasoconstrictor agent
Pharmacology
Sumatriptan is a Serotonin-1b and Serotonin-1d Receptor Agonist. The mechanism of action of sumatriptan is as a Serotonin 1b Receptor Agonist and Serotonin 1d Receptor Agonist.
How it is made
Preparation: M. D. Dowle, I. H. Coates, DE 3320521, eidem, US 4816470, A. W. Oxford, GB 2162522 (1983, 1989, 1986 all to Glaxo).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Sumatriptan is traded under.
Sulphonamides, other
- United States23.6%
- Slovenia19.1%
- Spain11.7%
* Partner reported figures, a lower bound.
The HS code shown for Sumatriptan is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Sumatriptan, based on the data on this page
What is Sumatriptan?
What is the CAS number of Sumatriptan?
What is the molecular formula and weight of Sumatriptan?
What is Sumatriptan used for?
Is Sumatriptan hazardous?
What is the HS code of Sumatriptan?
Where can I buy Sumatriptan?
Where can I buy Sumatriptan in India?
What is the price of Sumatriptan?
Guides for buyers
Practical guides that help when you source, ship or handle Sumatriptan
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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