Dexpramipexole

Modify Date: 2024-01-02 11:11:29

Dexpramipexole Structure
Dexpramipexole structure
 Common Name Dexpramipexole
CAS Number 104632-28-2 Molecular Weight 211.331
Density 1.17±0.1 g/cm3 Boiling Point N/A
Molecular Formula C10H17N3S Melting Point 270-272ºC
MSDS N/A Flash Point N/A

 Use of Dexpramipexole


Dexpramipexole(KNS-760704), also known as R-(+)-Pramipexole, is a neuroprotective agent and weak non-ergoline dopamine agonist. IC50 Value:Target: Dopamine ReceptorDexpramipexole has been found to have neuroprotective effects and is being investigated for treatment of amyotrophic lateral sclerosis (ALS). Dexpramipexole reduces mitochondrial reactive oxygen species (ROS) production, inhibits the activation of apoptotic pathways, and increase cell survival in response to a variety of neurotoxins and β-amyloid neurotoxicity. Compared to the S-(-) isomer, Dexpramipexole has much lower dopamine agonist activity.

 Names

Name (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
Synonym More Synonyms

 Dexpramipexole Biological Activity

Description Dexpramipexole(KNS-760704), also known as R-(+)-Pramipexole, is a neuroprotective agent and weak non-ergoline dopamine agonist. IC50 Value:Target: Dopamine ReceptorDexpramipexole has been found to have neuroprotective effects and is being investigated for treatment of amyotrophic lateral sclerosis (ALS). Dexpramipexole reduces mitochondrial reactive oxygen species (ROS) production, inhibits the activation of apoptotic pathways, and increase cell survival in response to a variety of neurotoxins and β-amyloid neurotoxicity. Compared to the S-(-) isomer, Dexpramipexole has much lower dopamine agonist activity.
Related Catalog
References

[1]. Rudnicki SA, Berry JD, Ingersoll E, et al. Dexpramipexole effects on functional decline and survival in subjects with amyotrophic lateral sclerosis in a Phase II study: subgroup analysis of demographic and clinical characteristics. Amyotroph Lateral Scler

[2]. Alavian KN, Dworetzky SI, Bonanni L, et al. Effects of dexpramipexole on brain mitochondrial conductances and cellular bioenergetic efficiency. Brain Res. 2012 Mar 29;1446:1-11.

[3]. Cudkowicz M, Bozik ME, Ingersoll EW, et al. The effects of dexpramipexole (KNS-760704) in individuals with amyotrophic lateral sclerosis. Nat Med. 2011 Nov 20;17(12):1652-6.

[4]. Bozik ME, Mather JL, Kramer WG, et al. Safety, tolerability, and pharmacokinetics of KNS-760704 (dexpramipexole) in healthy adult subjects. J Clin Pharmacol. 2011 Aug;51(8):1177-85.

[5]. Cheah BC, Kiernan MC. Dexpramipexole, the R(+) enantiomer of pramipexole, for the potential treatment of amyotrophic lateral sclerosis. IDrugs. 2010 Dec;13(12):911-20.

 Chemical & Physical Properties

Density 1.17±0.1 g/cm3
Melting Point 270-272ºC
Molecular Formula C10H17N3S
Molecular Weight 211.331
PSA 83.52000
LogP 4.38490
Water Solubility Slightly soluble (1.1 g/L) (25 ºC)

 Safety Information

Hazard Codes Xi
HS Code 2934999090

 Synthetic Route

(R)-(+)-2-amino-4,5,6,7-tetrahydro-6-(n-propylamino)benzothiazole p-toluenesulfonic acid structure

(R)-(+)-2-amino...

CAS#:1332723-78-0

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Dexpramipexole Structure

Dexpramipexole

CAS#:104632-28-2

Literature: WO2013/96816 A1, ; Paragraph 000145-000146 ;
(R)-N-(2-AMINO-4,5,6,7-TETRAHYDROBENZO[D]THIAZOL-6-YL)PROPIONAMIDE structure

(R)-N-(2-AMINO-...

CAS#:106006-85-3

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Dexpramipexole Structure

Dexpramipexole

CAS#:104632-28-2

Literature: Journal of Medicinal Chemistry, , vol. 30, # 3 p. 494 - 498
D-Tartaric acid structure

D-Tartaric acid

CAS#:147-71-7

(±)-Pramipexole structure

(±)-Pramipexole

CAS#:104617-86-9

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Dexpramipexole Structure

Dexpramipexole

CAS#:104632-28-2

Pramipexole structure

Pramipexole

CAS#:104632-26-0

Literature: WO2010/22140 A1, ; Page/Page column 100-101 ;
(+)-(6R)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole structure

(+)-(6R)-2,6-di...

CAS#:106092-11-9

~%

Dexpramipexole Structure

Dexpramipexole

CAS#:104632-28-2

Literature: Journal of Medicinal Chemistry, , vol. 30, # 3 p. 494 - 498
4,5,6,7-TETRAHYDRO-2,6-BENZOTHIAZOLE DIAMINE structure

4,5,6,7-TETRAHY...

CAS#:106006-83-1

~%

Dexpramipexole Structure

Dexpramipexole

CAS#:104632-28-2

Literature: Journal of Medicinal Chemistry, , vol. 30, # 3 p. 494 - 498
(±)-Pramipexole structure

(±)-Pramipexole

CAS#:104617-86-9

~0%

Dexpramipexole Structure

Dexpramipexole

CAS#:104632-28-2

Pramipexole structure

Pramipexole

CAS#:104632-26-0

Literature: GENERICS [UK] LIMITED Patent: WO2006/3471 A2, 2006 ; Location in patent: Page/Page column 9-11 ;

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

Dexpramipexole
(6R)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole
(R)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine
(6R)-4,5,6,7-tetrahydro-N6-propylbenzothiazole-2,6-diamine
(R)-Pramipexole Dihydrochloride
Pramipexole [USAN:INN]
(R)-(+)-2-amino-4,5,6,7-tetrahydro-6-(n-propylamino)benzothiazole
(R)-Pramipexole
(R)-(+)-pramipexole
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