Almotriptan
- Product Name
- Almotriptan
- CAS No.
- 154323-57-6
- Chemical Name
- Almotriptan
- Synonyms
- LAS-31416;Almotriptan;LAS-31416-d6;ALMOTRIPTAN-D6;AlMotriptan API;ALMOTRIPTAN(SUBJECTTOPATENETFREE);1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine;N,N-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1H-Indole-3-ethanamine;1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine-d6;1-[[[2-(Dimethyl-amino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine
- CBNumber
- CB7716603
- Molecular Formula
- C17H25N3O2S
- Formula Weight
- 335.46
- MOL File
- 154323-57-6.mol
Almotriptan Property
- Boiling point:
- 538.7±60.0 °C(Predicted)
- Density
- 1.27±0.1 g/cm3(Predicted)
- pka
- 16.92±0.30(Predicted)
- form
- Solid
- color
- White to off-white
- CAS DataBase Reference
- 154323-57-6(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P233Keep container tightly closed.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304IF INHALED:
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P340Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362Take off contaminated clothing and wash before reuse.
P403Store in a well-ventilated place.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- Y0002140
- Product name
- Almotriptan for system suitability
- Purity
- CRS, European Pharmacopoeia (EP) Reference Standard
- Packaging
- Y0002140
- Price
- $156
- Updated
- 2024/03/01
- Product number
- A1358-90
- Product name
- Almotriptan
- Packaging
- 10mg
- Price
- $375
- Updated
- 2021/12/16
- Product number
- 091207
- Product name
- N,N-Dimethyl-2-(5-((pyrrolidin-1-ylsulfonyl)-methyl)-1H-indol-3-yl)ethanamine
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $184
- Updated
- 2021/12/16
- Product number
- 091207
- Product name
- N,N-Dimethyl-2-(5-((pyrrolidin-1-ylsulfonyl)-methyl)-1H-indol-3-yl)ethanamine
- Purity
- 95+%
- Packaging
- 1g
- Price
- $457
- Updated
- 2021/12/16
- Product number
- RDL0006650
- Product name
- ALMOTRIPTAN-D6
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.17
- Updated
- 2021/12/16
Almotriptan Chemical Properties,Usage,Production
Description
Almotriptan was first marketed in Spain as a new medicine against acute attacks of migraine. It is the fifth agent belonging to the “triptan” class to be launched after sumatriptan, naratriptan, zolmitriptan and rizatriptan. This close structural analog of sumatriptan can be prepared in six steps from 4-nitrobenzylsulfonyl chloride with a Fischer indole synthesis as the key step. Almotriptan acts as a dual 5-HT1D/1B agonist with a 35 to 51-fold selectivity versus 5-HT1A and 5-HT7 receptors respectively as well as having insignificant affinity for the most relevant nonserotonergic receptors (K1＞1μM). Its agonistic effect on 5-HT,n receptors of trigeminal sensory neurons turns off neurogenic inflammation by inhibiting the release of neuropeptides such as calcitonin gene-related peptide, neurokinin A and substance P. Concomitantly, its action on the 5-HT1B receptors in meningeal arteries relieves the vasodilatation of these vessels associated with migraine attacks. Almotriptan causes selective concentration-dependent vasoconstriction of human meningeal and temporal arteries (with EC50 of 0.03 and 0.7 μM) compared to basilar (EC50 = 3.5 μM) and pulmonary arteries (EC50＞10μM) or rabbit mesenteric and renal arteries (EC50＞100 μM). Although it is predominantly cleared by the kidneys as unchanged drug (45%) or transformed into inactive metabolites by monoamine oxidase A (MAO-A) and CYP3A4 enzymes in the liver, almotriptan has the highest oral bioavailability (70%) of the triptans and has a half-life of 3.5 h. The therapeutic dose of 12.5 mg is well tolerated, shows a rapid onset of action (30 min) and low recurrence rate compared to sumatriptan.
Originator
Almirall Prodesfarma (Spain)
Uses
Serotonin 5HT1B /1D-receptor agonist
Definition
ChEBI: An indole compound having a 2-(dimethylamino)ethyl group at the 3-position and a (pyrrolidin-1-ylsulfonyl)methyl group at the 5-position.
Manufacturing Process
To a solution of previously dried 1-[[2-carboxy-3-(2-dimethylaminoethyl)-5-
indolyl]methanesulphonyl]-pyrrolidine (1.6 g; 0.0442 moles) in anhydrous
quinoline (75 ml) and under atmosphere of nitrogen, cuprous oxide (160 mg;
0.0011 moles) was added. The reaction mixture was heated to 190°C for 15
minutes, stirred to room temperature, poured into a mixture of 1 N
hydrochloric acid (150 ml) and ethyl acetate (50 ml), shaken and decanted.
The aqueous solution was washed several times with ethyl acetate, then solid
sodium bicarbonate was added until pH = 7.8, and washed with n-hexane to
eliminate the quinoline. The aqueous solution was made alkaline with solid
potassium carbonate and extracted with ethyl acetate. The organic solution
was dried (Na2SO4), the solvent removed under reduced pressure when a
dark oil was obtained (1.3 g; yield 92%). This product was purified by column
chromatography with silica gel and methylene chloride:ethanol:ammonium
hydroxide (60:8:1) as eluent and a white foam (0.8 g) of 1-[[3-(2-
dimethylaminoethyl)-5-indolyl]methanesulphonyl]-pyrrolidine was obtained. To
a solution of the above product (0.8 g) in acetone (30 ml), a few drops of
hydrogen chloride saturated dioxan solution, were added. The precipitated
solid was collected by filtration, washed with acetone and dried to give 1-[(3-
(2-(dimethylamino)ethyl)-5-indolyl)methanesulphonyl]-pyrrolidine
hydrochloride (0.75 g). Melting point 218°-220°C.
In practice it is usually used as malate salt.
brand name
Almogran
Therapeutic Function
Migraine therapy
Clinical Use
5HT1
receptor agonist:
Acute relief of migraine
Drug interactions
Potentially hazardous interactions with other drugs
Antidepressants: increased risk of CNS toxicity with
citalopram - avoid; possibly increased serotonergic
effects with duloxetine or venlafaxine; increased
serotonergic effects with St John’s wort - avoid.
Antifungals: concentration increased by ketoconazole
(increased risk of toxicity).
Dapoxetine: possible increased risk of serotonergic
effects - avoid for 2 weeks after stopping 5HT1
agonists.
Ergot alkaloids: increased risk of vasospasm - avoid.
Metabolism
The major biotransformation route is via monoamine oxidase (MAO-A) mediated oxidative deamination to the indole acetic metabolite. Cytochrome P450 (3A4 and 2D6 isozymes) and flavin mono-oxygenase are other enzymes involved in the metabolism of almotriptan. None of the metabolites are significantly active pharmacologically. More than 75% of a dose is eliminated in urine, and the remainder in faeces. Approximately, 50% of the urinary and faecal excretion is unchanged almotriptan.
Almotriptan Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Almotriptan manufacturers
- Product
- Almotriptan 154323-57-6
- Price
- US $7.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2018-12-21