ChemicalBook > CAS DataBase List > Pramipexole

Pramipexole

Product Name
Pramipexole
CAS No.
104632-26-0
Chemical Name
Pramipexole
Synonyms
pramipexol;(S)-Pramipexole;Pramipexole free base;(S)-N6-Propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diaMine;SND-919;Oprymea;Mirapexin;Pramipexole;Pramipexolum;(-)-Pramipexole
CBNumber
CB0486178
Molecular Formula
C10H17N3S
Formula Weight
211.33
MOL File
104632-26-0.mol
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Pramipexole Property

Melting point:
288-290°C
Boiling point:
378.0±42.0 °C(Predicted)
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
9.47±0.20(Predicted)
color 
White to Off-White
CAS DataBase Reference
104632-26-0(CAS DataBase Reference)
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Safety

HS Code 
2934100090
Hazardous Substances Data
104632-26-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H317May cause an allergic skin reaction

H332Harmful if inhaled

H412Harmful to aquatic life with long lasting effects

Precautionary statements

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.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
P700750
Product name
(S)-Pramipexole
Packaging
10g
Price
$130
Updated
2021/12/16
Usbiological
Product number
P5605
Product name
Pramipexole
Packaging
10mg
Price
$312
Updated
2021/12/16
SynQuest Laboratories
Product number
7H70-1-47
Product name
(S)-N6-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diamine
Packaging
1g
Price
$359
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0024667
Product name
(S)-2-AMINO-6-PROPYLAMINO-4,5,6,7-TETRAHYDROBENZTHIAZOLE
Purity
95.00%
Packaging
1G
Price
$374.85
Updated
2021/12/16
Biosynth Carbosynth
Product number
FP45322
Product name
Pramipexole
Packaging
5G
Price
$250
Updated
2021/12/16
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Pramipexole Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Originator

Mirapex, Pharmacia and Upjohn, USA

Uses

(S)-Pramipexole enantiomer. A dopamine-D2-receptor agonist. Antiparkinsonian

Uses

partial/full D2S, D2L, D3, D4 receptor agonist

Uses

(S)-Pramipexole enantiomer. s disease (PD) and restless legs syndrome (RLS).[1] It is also sometimes used off-label as a treatment for cluster headache and to counteract the problems with sexual dysfunction experienced by some u sers of the selective serotonin reuptake inhibitor (SSRI) antidepressants.

Definition

ChEBI: A member of the class of benzothiazoles that is 4,5,6,7-tetrahydro-1,3-benzothiazole in which the hydrogens at the 2 and 6-pro-S-positions are substituted by amino and propylamino groups, respectively.

Manufacturing Process

75.5 g (0.5 mol) of 4-aminocyclohexanol hydrochloride and 74.0 g (0.5 mol) of phthalic acid anhydride are mixed with 65 g (0.5 mol) of ethyldiisopropyl amine and 1000 ml of toluene and boiled for 36 hours with a water separator. Then water is added, the toluene phase is separated off and the aqueous phase is extracted several times with chloroform. The organic phases are combined, dried and concentrated. The concentrated residue is recrystallised from isopropanol and 4-(phthalimido)-cyclohexanol was obtained. Yield: 95 g (77.8%). Melting point 175°-176°C.
95 g (0.388 mol) of 4-(phthalimido)-cyclohexanol are dissolved in 600 ml of chloroform and, after the addition of 450 ml of water and 120 ml of sulfuric acid, 90 g (0.3 mol) of potassium dichromate are added in batches. The internal temperature of the mixture is maintained at between 25° and 30°C by slight cooling. The mixture is stirred for a further 3 hours, then the chloroform phase is separated off and the mixture extracted twice more with chloroform. After drying and concentration of the extracts 82 g (86.9%) of 4(phthalimido)-cyclohexanone was obtained.
48.6 g (0.2 mol) of 4-(phthalimido)cyclohexanone are dissolved in glacial acetic acid, mixed with 36% of hydrobromic acid in glacial acetic acid and then 32 g (0.2 mol) of bromine in glacial acetic acid is added dropwise with cooling. The mixture is then concentrated by evaporation in vacuo and the residue is triturated several times with diethylether. The ether extracts are discarded and the residue is dissolved in of ethanol. After thiourea have been added the mixture is refluxed for 5 hours. It is then concentrated by evaporation, made alkaline with sodium hydroxide solution and extracted with chloroform. After drying and concentration of the extracts, the residue is purified by column chromatography on silica gel (eluant: chloroform/methanol = 1/1). The 2-amino-6-phthalimido-4,5,6,7-tetrahydro-benzthiazol was obtained. Melting point 244-246°C, dec. Yield: 30 g (50%).
9.5 g (31.7 mmol) of 2-amino-6-phthalimido-4,5,6,7-tetrahydro-benzthiazole are suspended in 100 ml of ethanol and, after the addition of 1.8 g (36 mmol) of hydrazine hydrate, refluxed for 2 hours. The mixture is then concentrated and purified by column chromatography on silica gel using methanol as eluant. The 2,6-diamino- 4,5,6,7-tetrahydro-benzthiazole was obtained.
To a solution of 2,6-diamino- 4,5,6,7-tetrahydro-benzthiazole in dimethylformamide are added n-propanal and the mixture is heated to 50°C for 1 hour. After cooling, the reaction solution is mixed with sodium borohydride and heated to 50°C for 30 min. The solvent is largely eliminated in vacuo. Whilst cooling with ice, the residue is mixed with water and 2 N hydrochloric acid until a pH of 1 is obtained. The aqueous solution is exwith ethylacetate and the organic phase discarded. The aqueous phase is mixed with potassium carbonate until an alkaline reaction is obtained and then extracted with ethyl acetate. The organic phase is dried and concentrated. The 2-amino-6-n-propylamino-4,5,6,7-tetrahydro-benzthiazole dihydrochloride crystallizes out when ethereal hydrochloric acid is added. Yield: 42%. Melting point: 286°-288°C.

Therapeutic Function

Antiparkinsonian, Antipsychotic

Biological Activity

pramipexole is a dopamine agonist of the non-ergoline class indicated for treating parkinson's disease (pd) and restless legs syndrome (rls).pramipexole also possesses low/insignificant affinity (500-10,000 nm) for the 5-ht1a, 5-ht1b, 5-ht1d, and α2-adren

Pramipexole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Pramipexole manufacturers

Wuhan Boyuan Import & Export Co., LTD
Product
Pramipexole 104632-26-0
Price
US $9.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000tons
Release date
2023-07-24
Henan Bao Enluo International TradeCo.,LTD
Product
(+)-pramipexole; (6S)-4,5,6,7-Tetrahydro-2-amino-6α-(propylamino)benzothiazole; (6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine 104632-26-0
Price
US $150.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000MT
Release date
2023-05-12
Hebei Mojin Biotechnology Co., Ltd
Product
Pramipexole 104632-26-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-28

104632-26-0, PramipexoleRelated Search:


  • (6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine
  • SND-919
  • (6S)-4,5,6,7-Tetrahydro-2-amino-6α-(propylamino)benzothiazole
  • (6S)-N'-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6α-diamine
  • (S)-4,5,6,7-Tetrahydro-N'-propylbenzothiazole-2,6-diamine
  • (S)-6-(Propylamino)-4,5,6,7-tetrahydrobenzothiazole-2-amine
  • (S)-Pramipexole
  • Pramipexole free base
  • (S)-N6-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diaMine
  • (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diaMine
  • PraMipexole Base
  • (S)-N6-Propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diaMine
  • PraMipexole(S)-2-AMino-6-propylaMino-4,5,6,7-tetrahydrobenzthiazole
  • (6S)-N'-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
  • (6S)-N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
  • (S)-4,5,6,7-TETRAHYDRO-N6-PROPYL-2,6-BENZOTHIAZOLEDIAMINE
  • (s)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzthiazole
  • n'-propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diamine
  • pramipexol
  • (S)-2-Amino-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazoltetrahydrobenzothiazol
  • PRAMIPEXOLE: PRAMIPEXOLE DIHYDROCHLORIDE
  • Pramipexol diclorohidrato monohidrato
  • PRAMIPEXOLE 2HCL MONOHYDRATE
  • Pramipexole
  • [(6S)-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]-propyl-amine
  • N~6~-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride
  • Pramipexole (USAN)
  • (6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzo[d]thiazolediamine
  • (S)-2-Amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole
  • Pramipexole alkaline
  • (S)-4,5,6,7-tetrhydro-N6-propyl-2,6-benzothiazolediamine
  • 2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N6-propyl-, (6S)-
  • Pramipexole USP/EP/BP
  • (-)-Pramipexole
  • (6S)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine
  • 2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N(sup 6)-propyl-, (S)-
  • Mirapexin
  • Oprymea
  • Pramipexolum
  • Pramipexole (SND-919)
  • PramipexoleQ: What is Pramipexole Q: What is the CAS Number of Pramipexole Q: What is the storage condition of Pramipexole
  • TIANFU-CHEM 104632-26-0 Pramipexole
  • (6S)-4,5,6,7-Tetrahydro-2-amino-6α-(propylamino)benzothiazole
  • (S)-N6-Propyl-4,5,6,7-tetrahydrobenzodthiazol-2,6-diamine
  • Pramexol hydrochloride
  • 104632-26-0
  • C10H18ClN3S
  • C10H21Cl2N3OS
  • C10H17N3S
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