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Riluzole

CAS No.
1744-22-5
Chemical Name:
Riluzole
Synonyms
RILUTEK;CBI-BB ZERO/001785;6-TRIFLUOROMETHOXYBENZOTHIAZOLE-2-YL-AMINE;6-(Trifluoromethoxy)benzo[d]thiazol-2-amine;uzoL;BF-37;NSC8463;PK 26124;RP-54274;RILUZOLE
CBNumber:
CB3353226
Molecular Formula:
C8H5F3N2OS
Molecular Weight:
234.2
MDL Number:
MFCD00210213
MOL File:
1744-22-5.mol
MSDS File:
SDS
Last updated:2023-10-19 16:57:28

Riluzole Properties

Melting point 116-118°C
Boiling point 296.3±50.0 °C(Predicted)
Density 1.572±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: ≥25 mg/mL
form solid
pka 2.96±0.10(Predicted)
color white
Merck 14,8223
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
InChIKey FTALBRSUTCGOEG-UHFFFAOYSA-N
EWG's Food Scores 1
NCI Dictionary of Cancer Terms Rilutek; riluzole
FDA UNII 7LJ087RS6F
NCI Drug Dictionary Rilutek
ATC code N07XX02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P301+P310+P330
Hazard Codes  T,Xi
Risk Statements  25
Safety Statements  45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  DL2830000
Hazard Note  Irritant
HazardClass  6.1
PackingGroup  II
HS Code  29342000
Toxicity LD50 in mice (mg/kg): 46 i.p.; 67 orally (Mizoule)
NFPA 704
1
4 0

Riluzole price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 557324 Riluzole 1744-22-5 50mg $155 2024-03-01 Buy
Sigma-Aldrich 1604337 Riluzole United States Pharmacopeia (USP) Reference Standard 1744-22-5 200mg $527 2024-03-01 Buy
TCI Chemical A2423 2-Amino-6-(trifluoromethoxy)benzothiazole >98.0%(HPLC)(T) 1744-22-5 5g $59 2024-03-01 Buy
TCI Chemical A2423 2-Amino-6-(trifluoromethoxy)benzothiazole >98.0%(HPLC)(T) 1744-22-5 25g $198 2024-03-01 Buy
Alfa Aesar H61328 2-Amino-6-(trifluoromethoxy)benzothiazole, 98% 1744-22-5 5g $88.65 2024-03-01 Buy
Product number Packaging Price Buy
557324 50mg $155 Buy
1604337 200mg $527 Buy
A2423 5g $59 Buy
A2423 25g $198 Buy
H61328 5g $88.65 Buy

Riluzole Chemical Properties,Uses,Production

Description

Riluzole belongs to the derivative of benzothiazole with neuroprotective, potential anti-depressant and anxiolytic activities, which is used in the treatment of a certain type of nerve disease called amyotrophic lateral sclerosis (ALS, also known as Lou Gehrig's disease). It is effective to delay the onset of ventilator-dependence or tracheostomy in selected patients, slow down the deterioration of this disease and probably prolong survival by approximately two to three months. Besides, studies have proved that riluzole has anti-depressant activity for refractory depression and serves as an anxiolytic in the treatment of obsessive-compulsive disorder and generalized anxiety disorder.
However, riluzole does not cure the ALS and reverse nerve damage or muscle weakness. It is believed to function as an inhibitor of a natural substance called glutamate. It helps protect the nerves in the brain and spinal cord from too much of glutamate which may contribute to the nerve damage. Riluzole is available in both tablet and liquid form. The liquid formulation may be more suitable for patients with swallowing difficulties.

References

https://en.wikipedia.org/wiki/Riluzole
http://www.medicinenet.com/riluzole_oral_tablets/article.htm
https://pubchem.ncbi.nlm.nih.gov/compound/5070#section=Top

Description

Rilutek was launched in Germany, the UK and US (orphan drug status) for treatment of amyotrophic lateral sclerosis (ALS) and is the first drug approved for this indication. A one step synthesis from 4-(trifluoromethoxy)aniline provides a supply of the compound. The source of its neuroprotective and anticonvulsant activity is not clearly understood. It antagonizes excitatory amino acids and blocks presynaptic release of glutamate, is an antagonist of NMDA-induced acetylcholine release and inhibited glutamate and quisqualate induced increases in cGMP but does not bind to NMDA or Kainic receptors. Rilutek has no affinity for glutamate, GABAbenzodiazepine, glycine and adenosine receptors. It easily crosses the blood brain barrier and depresses glutamatergic neurotransmission, stabilizes voltagedependent Na channels in their inactive form and activates G-protein dependent processes.

Chemical Properties

White Crystalline Solid

Originator

Rhone-Poulenc Rorer (France)

Uses

anticonvulsant, glutamate release inhibitor, anti-ALS

Uses

A neuroprotective agent. Modulates glutamatergic transmission. A glutamate release inhibitor. An anticonvulsant.

Uses

A neuroprotective agent. A glutamate release inhibitor. An anticonvulsant

Uses

Labeled Riluzole, intended for use as an internal standard for the quantification of Riluzole by GC- or LC-mass spectrometry.

Definition

ChEBI: Riluzole is a member of benzothiazoles.

brand name

Rilutek (Sanofi Aventis).

Biological Activity

Novel psychotropic agent with anticonvulsant, hypnotic, anxiolytic, anti-ischemic and anesthetic properties. Riluzole is able to act as a glutamate release inhibitor, blocks voltage-dependent Na + channels and inhibits GABA uptake by striatal synaptosomes.

Biochem/physiol Actions

Glutamate release inhibitor; anticonvulsant

storage

Room temperature

References

1) Bellingham (2011), A review of the neural mechanisms of action and clinical efficiency of riluzole in treating amyotrophic lateral sclerosis: what have we learned in the last decade; CNS Neurosci. Ther. 17 4 2) Urbani and Belluzzi (2000), Riluzole inhibits the persistent sodium current in mammalian CNS neurons; Eur. J. Neurosci. 12 3567 3) Frizzo et al. (2004), Riluzole enhances glutamate uptake in rat astrocyte cultures; Cell Mol. Neurobiol. 24 123 4) Doble (1996), The pharmacology and mechanism of action of riluzole; Neurology 47 S233 5) Pittenger et al. (2008), Riluzole in the treatment of mood and anxiety disorders; CNS Drugs 22 761 6) Namkoong et al. (2007), Metabotropic glutamate receptor 1 and glutamate signaling in human melanoma; Cancer Res. 67 2298 7) Zhang et al. (2015), Anti-cancer effect of metabotropic glutamate receptor inhibition in human glioma U87 cells: involvement of PI3K/Akt/mTOR pathway; Cell Physiol. Biochem. 35 419 8) Sperling et al. (2017), Riluzole: a potential therapeutic intervention in human brain tumor stem-like cells; Oncotarget 8 96697

461-82-5
333-20-0
1744-22-5
Synthesis of Riluzole from 4-(Trifluoromethoxy)aniline and Potassium thiocyanate

Riluzole Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 408)Suppliers
Supplier Tel Email Country ProdList Advantage
Xiamen Wonderful Bio Technology Co., Ltd.
+8613043004613 Sara@xmwonderfulbio.com China 305 58
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18957127338 stella@zetchem.com China 2141 58
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Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58

View Lastest Price from Riluzole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Riluzole pictures 2024-03-16 Riluzole
1744-22-5
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Riluzole pictures 2024-03-08 Riluzole
1744-22-5
US $10.00 / kg 1kg 99% 1000kg Nantong Guangyuan Chemicl Co,Ltd
Riluzole pictures 2024-01-18 Riluzole
1744-22-5
US $66.00 / KG 1KG 99% 20T Xiamen Wonderful Bio Technology Co., Ltd.
  • Riluzole pictures
  • Riluzole
    1744-22-5
  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Riluzole pictures
  • Riluzole
    1744-22-5
  • US $10.00 / kg
  • 99%
  • Nantong Guangyuan Chemicl Co,Ltd
  • Riluzole pictures
  • Riluzole
    1744-22-5
  • US $66.00 / KG
  • 99%
  • Xiamen Wonderful Bio Technology Co., Ltd.

Riluzole Spectrum

6-(TRIFLUOROMETHOXY)-1,3-BENZOTHIAZOL-2-AMINE 6-TRIFLUOROMETHOXY-BENZOTHIAZOL-2-YLAMINE 6-trifluoromethoxy-2-aminobenzothiazole 6-(TRIFLUOROMETHOXY)-2-BENZOTHIAZOLAMINE BUTTPARK 13\02-09 2-AMINO-6-(TRIFLUOROMETHOXY)BENZOTHIAZOLE RILUZOLE RP-54274 PK 26124 [6-(trifluoromethoxy)-1,3-benzothiazol-2-yl]amine Amino-2 trifluoromethoxy-6 benzothiazole [French] BF-37 Prestwick-03A08 Rilutek (TN) Riluzol [INN-Spanish] Riluzole (JAN/USAN/INN) Riluzole [USAN:INN] Riluzolum [INN-Latin] 2-Amino-6-(trifluoromethoxy)-1,3-benzothiazole 97% 2-Amino-6-(trifluoromethoxy)-1,3-benzothiazole97% Riluzole(GMPofSFDA) 6-(Trifluoromethoxy)-2-benzothiazolamine, PK-26124, RP-54274, Rilutek 2-Benzothiazolamine, 6-(trifluoromethoxy)- Benzothiazole, 2-amino-6-trifluoromethoxy- 2-amino-6-trifluoromethoxy-benzothiazol 6-(trifluoromethoxy)-2-benzothiazolamin amino-2trifluoromethoxy-6benzothiazole 2-Amino-6-(trifluoromethoxy)-1,3-benzothiazole RILUZOLE GLUTAMATE RELEASE INH 2-AMINO-6-(TRIFLUOROMETHOXYL)BENZOTHIAZOLE 2-Amino-6-(trifluoromethoxy)benzo[d)thiazole 6--trifluoromethoxy-2(3H)-benzothiazolone Riluzole, 6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine Riluzole(Rilutek) Riluzole (200 mg) Riluzole, 98%, a glutamate antagonist Riluzole - CAS 1744-22-5 - Calbiochem white Riluzole CAS NO.1744-22-5 kf-wang(at)kf-chem.com 2-Amino-6-(trifluoromethoxy)benzothiazole> Riluzole【2-Amino-6-(trifluoromethoxy)benzothiazole】 uzoL riluzole Company Standards Riluzole USP/EP/BP Riluzoler Riluzole (RP-54274, PK 26124) RiluzoleQ: What is Riluzole Q: What is the CAS Number of Riluzole Q: What is the storage condition of Riluzole Q: What are the applications of Riluzole Riluzole CAS:1744-22-5 Riluzole (1604337) NSC8463 NSC-8463 NSC 8463 CBI-BB ZERO/001785 6-(Trifluoromethoxy)benzo[d]thiazol-2-amine 6-TRIFLUOROMETHOXYBENZOTHIAZOLE-2-YL-AMINE RILUTEK 2-Butyne,7-bromo- 1744-22-5 1744-22-4