Description References
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Riluzole

Description References
Product Name
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;RP-54274;RILUZOLE;PK 26124
CBNumber
CB3353226
Molecular Formula
C8H5F3N2OS
Formula Weight
234.2
MOL File
1744-22-5.mol
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Riluzole Property

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
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

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N-Bromosuccinimide Price

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

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

Uses

anticonvulsant, glutamate release inhibitor, anti-ALS

Uses

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

Uses

A neuroprotective agent. A glutamate release inhibitor. An anticonvulsant

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

Riluzole Preparation Products And Raw materials

Raw materials

4-(Trifluoromethoxy)aniline

Preparation Products

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View Lastest Price from Riluzole manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Riluzole 1744-22-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
5kg/month
Release date
2023-01-09
Hebei Mujin Biotechnology Co.,Ltd
Product
Riluzole 1744-22-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000tons
Release date
2024-10-30
Hangzhou Hyper Chemicals Limited
Product
Riluzole 1744-22-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
USP
Supply Ability
5,000KG
Release date
2024-07-25

1744-22-5, RiluzoleRelated Search:

Dibenzylamine 2-Aminobenzotrifluoride 2-Mercaptobenzothiazole ALTRENOGEST 3-Aminobenzotrifluoride 2,2'-Dithiobis(benzothiazole) 4-(Trifluoromethoxy)aniline Tris(hydroxymethyl)aminomethane 4'-(Trifluoromethoxy)acetophenone Triallylamine Triethylamine Triethanolamine Anisole 4-(Trifluoromethoxy)benzaldehyde 2-(Trifluoromethoxy)aniline p-Trifluoromethoxy phenol 2-Benzothiazolamine METHOXYTRIMETHYLSILANE

  • 6-TRIFLUOROMETHOXYBENZOTHIAZOLE-2-YL-AMINE
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