ChemicalBook > CAS DataBase List > Rasagiline

Rasagiline

Product Name
Rasagiline
CAS No.
136236-51-6
Chemical Name
Rasagiline
Synonyms
Rasagiline(artaric acid);(R)-N-(2-Propynyl)-2,3-dihydroinden-1-aMine;(R)-2,3-DIHYDRO-N-2-PROPYNYL-1H-INDEN-1-AMINE;CS-246;CS-194;Rezagilan;Rasagiline;Resagiland.;(R)-Rasagiline;Unii-003N66ts6t
CBNumber
CB2459598
Molecular Formula
C12H13N
Formula Weight
171.24
MOL File
136236-51-6.mol
More
Less

Rasagiline Property

Melting point:
148 °C
Boiling point:
305.5±30.0 °C(Predicted)
Density 
1.05±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
Dichloromethane
form 
Solid
pka
6.95±0.20(Predicted)
color 
Off-White to Light Beige to Orange
Stability:
Light Sensitive
InChI
InChI=1S/C12H13N/c1-2-9-13-12-8-7-10-5-3-4-6-11(10)12/h1,3-6,12-13H,7-9H2/t12-/m1/s1
InChIKey
RUOKEQAAGRXIBM-GFCCVEGCSA-N
SMILES
[C@H]1(NCC#C)C2=C(C=CC=C2)CC1
More
Less

Safety

HS Code 
2921490090
Hazardous Substances Data
136236-51-6(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
14917
Product name
Rasagiline
Purity
≥95%
Packaging
10mg
Price
$33
Updated
2024/03/01
Cayman Chemical
Product number
14917
Product name
Rasagiline
Purity
≥95%
Packaging
25mg
Price
$41
Updated
2024/03/01
Cayman Chemical
Product number
14917
Product name
Rasagiline
Purity
≥95%
Packaging
50mg
Price
$59
Updated
2024/03/01
Cayman Chemical
Product number
14917
Product name
Rasagiline
Purity
≥95%
Packaging
100mg
Price
$96
Updated
2024/03/01
TRC
Product number
R126030
Product name
Rasagiline
Packaging
10mg
Price
$45
Updated
2021/12/16
More
Less

Rasagiline Chemical Properties,Usage,Production

Description

Rasagiline is a second-generation, irreversible monoamine oxidase type B (MAO-B) inhibitor that has been launched for the treatment of Parkinson’s disease (PD). Unlike its predecessor selegiline, it is not metabolized to amphetamine derivatives and is, therefore, devoid of the sympathomimetic activity responsible for adverse side effects. Rasagiline is, however, similar to selegiline in the retention of the propargylamine moiety; this essential pharmacophore binds covalently to selectively form an irreversible bond with the flavin adenine dinucleotide portion of the MAO-B enzyme. As an adjunct therapy, rasagiline treats the fluctuations in motor symptoms. The R-enantiomer exhibits 4-times the potency of the S-enantiomer, so the synthetic method begins with the optical resolution of racemic N-benzyl-1-aminoindan using (R,R)-tartaric acid as the resolving agent. Once isolated, the enantiomerically-enriched salt is submitted to hydrogenolysis to afford 1(R)- aminoindane that is subsequently propargylated to provide rasagiline. It is formulated as its mesylate salt, and the recommended dosage of rasagiline is 1 mg/day, with or without levodopa. Entacapone, a catecholamine- O-methyltransferase inhibitor known as an effective add-on therapy for motor fluctuations, was used as a comparator. Rasagiline reduced the time spent in the “off” state while increasing the “on” time.

Originator

Teva/Eisai/Lundbeck (Israel)

Characteristics

Rasagiline, [N-propargyl-1R(+)aminoindan] is a unique, selective, and potent secondgeneration mitochondrial monoamine oxidase B inhibitor with distinctive neuroprotective as well as therapeutic properties for the treatment of PD.

Uses

5HT4 receptor agonist, peristaltic stimulant. Rasagiline, is a selective and irreversible propargylamine inhibitor of monoamine oxidase which has been used to increase the availability of dopamine at striatal receptors as a method to treat Parkinson’s disease.

Application

Rasagiline is used alone or with other medications (such as levodopa/carbidopa) to treat symptoms of Parkinson's disease. It can help improve symptoms such as shakiness, stiffness, and difficulty moving. It can also help reduce the amount of "off" time (periods of slow movement or stiffness). Rasagiline belongs to a class of drugs known as MAO inhibitors. It works by increasing the levels of certain natural substances in the brain (such as dopamine, norepinephrine, serotonin). Parkinson's disease is thought to be caused by too little dopamine in the brain.

Definition

ChEBI: An indane that consists of 1-aminoindane bearing an N-propargyl substituent. A selective, irreversible monoamine oxidase-B inhibitor.

Indications

Rasagiline has a role in the treatment of PD by virtue of its proven ability to reduce the signs of PD in both the “on” and “off” states, and to improve global function. It appears to be of value in early stages of PD as well as after the appearance of clinical fluctuations in response to LD. Rasagiline also has a promising but not fully explored potential to halt or slow down the progression of PD, as well as other clinical conditions. The accumulating evidence of rasagiline’s neuroprotective effects in animal and cellular models is both intriguing and exciting. Further careful scientific basic and clinical studies and clinical experience are needed to establish the full therapeutic benefits of rasagiline for the treatment of PD.

brand name

Azilect (Teva).

Mechanism of action

Rasagiline has many neuroprotective properties in animal and cell culture models of PD as well as a variety of other conditions that are too numerous to delineate completely, so only some of these studies are mentioned here.
Some studies suggest that the neuroprotective effects of rasagiline are potentially separate and unrelated to its therapeutic effects.For example, the S-enantiomer of rasagiline lacks the MAOB inhibitory and the antidepressant effects of rasagiline but shares with rasagiline its neuroprotective effects and its cholinesterase inhibitory effects.This suggests that the neuroprotective effects of rasagiline are independent of its antidepressant and MAOB inhibitory effects. Rasagiline protects dopaminergic SHSY5Y cells in culture by inhibiting mitochondrial permability transition, an apoptosis inducing effect, of an endogenous neurotoxin (N-methyl(R) salsolinol).In the same cell model, rasagiline also enhances the expression of the Bcl-2 gene family which have antiapoptotic effects.Finally, rasagiline prevents the apoptosis and nuclear accumulation of glyceraldehyde-3-phosphate dehydrogenase induced by N-methyl (R) salsonilol in human dopaminergic SH-SY5Y cell cultures.Since the SH-SY5Y cell system does not contain MAO, these protective effects must have other mechanisms. Rasagiline also is protective in vivo against MPTP (mice) and 6OHDA (rats) (see Reference 100). In primate models of PD, rasagiline led to a return toward normal of cognitive and motor function, even in the absence of LD.
In neuronal cell models (SH-SY5Y neuroblastoma cells and neuronally differentiated PC12 cells), rasagiline increases SOD activity and Bcl-2 expression, and it inhibits activation of capsase 3, prevents DNA laddering, inhibits toxin induced fall in mitochondrial membrane potential, prevents toxin induced apoptosis, and protects against cell death due to ischemia and glucose deprivation.Rasagiline also has protective effects against stroke occurrence and promotes survival in spontaneously hypertensive rats.

Pharmacokinetics

Rasagiline, or TV3326, or [N-propargyl-1R(+)ami-noindan], is a selective and highly potent second-generation mitochondrial monoamine oxidase B inhibitor.As opposed to selegiline, rasagiline has quite a different metabolite profile. Selegiline’s major metabolites are amphetamine and methamphetamine, while rasagiline’s primary metabolite is aminoindan. While amphetamine and methamphetamine are potently addictive substances, they may promote alertness. Aminoindan has beneficial effects of its own and has no known adverse side effects.In man, 1-mg daily dosages of rasagiline inhibit platelet MAO-B nearly completely.Rasagiline has both therapeutic and protective properties.

Clinical Use

Rasagiline [R(+)-N-propargyl-1-aminoindan] mesylate (Azilect®) was approved by the FDAin May of 2006 as monotherapy in early disease and as an adjunct to levodopa in more advanced disease. The recommended doses are 1 mg once a day in early disease and an initial dose of 0.5 mg once a day in advanced disease that can be increased to 1 mg once a day if needed. It produces selective irreversible MAO-B inhibition. Platelet MAO-B inhibition is dose-dependent; one hour after ingestion, platelet MAOB inhibition is 35% with 1 mg rasagiline and 99% with 10 mg rasagiline. By day 6, rasagiline 2 mg/day inhibits over 99% of platelet MAO-B. After discontinuing rasagiline, it takes approximately two weeks for MAO-B activity to return to baseline values. The area under the curve (AUC) and maximum concentration (Cmax) increase linearly with rasagiline dosage. The plasma half-lives of rasagiline and its active metabolite 1(R)-aminoindan are 3.5 hours and 11 hours, respectively. As rasagiline irreversibly inhibits MAO-B, the serum (pharmacokinetic) half-life does not correlate with its functional (pharmacodynamic) half-life.
Rasagiline up to 20 mg/day was well tolerated in healthy male volunteers. Dry mouth, headache, nausea, thirst, and abdominal discomfort were the most common adverse effects but tended to be mild. There were no significant effects on vital signs, lab values, physical exam, or EKG.

Side effects

Common side effects of Rasagiline may occur as dizziness, drowsiness, joint pain, heartburn, nausea, dry mouth, weight loss or stomach/abdominal pain. Severe fainting, loss of balance, mental/mood changes (e.g. confusion, depression, hallucinations), muscle stiffness/twitching/uncontrollable movements, swelling of ankles/legs, easy bleeding/bruising, abnormally strong impulses (e.g. increased gambling, increased sexual urges) may occur. It may increase serotonin and rarely causes a very serious condition called serotonin syndrome/toxicity. Very rarely an allergic reaction may occur.

Drug interactions

Potentially hazardous interactions with other drugs
Analgesics: avoid with dextromethorphan; avoid with pethidine (risk of serious adverse reactions) - allow at least 14 days before starting pethidine.
Antidepressants: avoid with other MAOIs (can lead to hypertensive crisis) - allow at least 14 days before starting a MAOI; avoid with fluoxetine and fluvoxamine; allow 5 weeks between stopping fluoxetine and starting rasagiline; allow 14 days between stopping rasagiline and starting fluoxetine or fluvoxamine; increased CNS toxicity with SSRIs, tricyclics and vortioxetine.
Sympathomimetics: concomitant use is not recommended.

Metabolism

Rasagiline is extensively metabolised in the liver by N-dealkylation and hydroxylation, via the cytochrome P450 isoenzyme CYP1A2, and conjugation.
1-Aminoindan is a major metabolite and is stated to be active although it is not a monoamine oxidase B inhibitor. The metabolites are excreted mainly in the urine and partly in the faeces.

Rasagiline Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Rasagiline Suppliers

Shaanxi Jiandu Pharmaceutical Chemical Co. Ltd.
Tel
029-88380327 17691182729
Fax
029-88380327
Email
1018@dideu.com
Country
China
ProdList
1993
Advantage
58
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11655
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
021-51613915-820 13611835272
Fax
021 51613951
Email
mmwang@sunwaypharm.cn
Country
China
ProdList
9734
Advantage
57
Shanghai Yolne Chemical Co., Ltd.
Tel
021-62960152
Fax
021-52212593
Email
934678158@qq.com
Country
China
ProdList
9899
Advantage
55
Shanghai Raise Chemical Technology Co.,Ltd
Tel
+86-021-50935922
Fax
+86-021-33847795
Country
China
ProdList
7865
Advantage
55
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3239
Advantage
55
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41462
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18070
Advantage
56
Shanghai YuLue Chemical Co., Ltd.
Tel
021-60345187 13671753212
Fax
021-34702061
Email
lzz841106@aliyun.com
Country
China
ProdList
10274
Advantage
55
ShangHai AmK Pharmaceutical Technology Co., Ltd.
Tel
18019252918
Fax
QQ:1454668768
Email
sale@amkchem.com
Country
China
ProdList
15297
Advantage
55
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
Advantage
60
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9756
Advantage
58
LETOPHARM LIMITED
Tel
+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
ProdList
2384
Advantage
58
AN PharmaTech Co Ltd
Tel
86(21)68097365
Fax
86(21)33321566
Email
sales@anpharma.net
Country
China
ProdList
4891
Advantage
55
Nanjing XiZe Biotechnology CO., Ltd.
Tel
025-66023220 0086-15250997978
Fax
025-58362220
Email
1511893459@qq.com
Country
China
ProdList
7850
Advantage
55
Artis Biotech Co. Ltd.
Tel
0575-18780151478 18582380095
Fax
0575-89298961
Email
sales@artisbio.com
Country
China
ProdList
2966
Advantage
58
Zhengzhou Alfachem Co.,Ltd.
Tel
0371-53778726 18003825608
Fax
QQ:2885354392
Email
liuxiaoyan@alfachem.cn
Country
China
ProdList
1989
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27313
Advantage
60
parabiochem
Tel
025-83453382-8005
Fax
025-83453382
Email
sale@parabiochem.com
Country
China
ProdList
9595
Advantage
55
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29785
Advantage
68
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
Shanghai Anmike Chemical Co. Ltd.
Tel
18019252918
Fax
021-31261685
Email
sale@amkchem.com
Country
China
ProdList
7301
Advantage
55
Taian Jiaye Biotechnology Co.Ltd
Tel
13127280945
Email
285424065@qq.com
Country
China
ProdList
9976
Advantage
55
Shenzhen SUNGENING Bio-Medical Co., Ltd.
Tel
0755-28967200 13631290199
Fax
0755-28967200
Email
wxf@sungening.com
Country
China
ProdList
9578
Advantage
60
Shenzhen Regent Biochemical Technology Co., Ltd.
Tel
0755-0755-85201366 18938635012
Fax
0755-85201366
Email
sales@regentsciences.com
Country
China
ProdList
9353
Advantage
58
Capot Chemical Co.,Ltd.
Tel
+86-(0)57185586718 +86-13336195806
Fax
+86-571-85864795
Email
sales@capot.com
Country
China
ProdList
29791
Advantage
60
Aikon International Limited
Tel
025-58851090 13611564524
Fax
(6)02557626880
Email
lwan@aikonchem.com
Country
China
ProdList
15951
Advantage
58
Ningbo Zhenlei Chemical Co.,ltd.
Tel
0576-88808091 13958565781
Fax
+0576-88203603
Email
shuang.lin@zhenleichem.com
Country
China
ProdList
89
Advantage
58
Shanghai alkynechem Co., Ltd.
Tel
086-021-15821262312 15821262312
Email
info@alkynechem.com
Country
China
ProdList
1975
Advantage
58
Alchemist-pharm chemical Technology Co. Ltd.
Tel
0371-67991738 13783628208
Fax
QQ 412703949
Email
carl@alchemist-pharm.com
Country
China
ProdList
1872
Advantage
58
Chengdu Saint - Kay Biotechnology Co., Ltd.
Tel
028-85157043 15882256948
Email
676046971@qq.com
Country
China
ProdList
4396
Advantage
58
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
4009004166/18616739031 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52693
Advantage
58
Shanghai Vigor Biotechnology Co., Ltd.
Tel
021-18017654 18017654809
Fax
2271705492
Email
sales@vigorchem.cn
Country
China
ProdList
958
Advantage
58
Beijing OKA biological technology co., LTD
Tel
010-010-010-62971590 18548936886
Fax
010-62340519
Email
jack@oka-vip.com
Country
China
ProdList
6897
Advantage
58
Beijing Minruida Technology Co., Ltd.
Tel
010-82387566 18001021521;
Fax
82387566-801
Email
sales@mreda.com.cn
Country
China
ProdList
10789
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57423
Advantage
58
TOSUN PHARM
Tel
020-61855200 13326451905
Email
260366801@qq.com
Country
China
ProdList
7792
Advantage
58
Hebei Mojin Biotechnology Co., Ltd
Tel
+86 13288715578 +8613288715578
Email
sales@hbmojin.com
Country
China
ProdList
12834
Advantage
58
Xi'an MC Biotech, Co., Ltd.
Tel
029-89275612 +8618991951683
Fax
8618991951683
Email
mcbio_sales@163.com
Country
China
ProdList
2251
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
+86-0551-65418684 +8618949823763
Fax
0086-551-65418684
Email
sales@tnjchem.com
Country
China
ProdList
25356
Advantage
58
Hubei Ipure Biology Co., Ltd
Tel
+8613367258412
Fax
18062427325
Email
ada@ipurechemical.com
Country
China
ProdList
10319
Advantage
58
Baoji Guokang Healthchem co.,ltd
Tel
+8615604608665 15604608665
Email
dominicguo@gk-bio.com
Country
CHINA
ProdList
9414
Advantage
58
AFINE CHEMICALS LIMITED
Tel
+86-0571-85134551
Fax
008657185134895
Email
sales@afinechem.com
Country
China
ProdList
15352
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-029-89586680 +86-18192503167
Fax
+86-29-88380327
Email
1026@dideu.com
Country
China
ProdList
7724
Advantage
58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
Tel
86-571-88216897,88216896 13588875226
Fax
86-571-88216895
Email
sales@hzclap.com
Country
CHINA
ProdList
6312
Advantage
58
Chemwill Asia Co.,Ltd.
Tel
86-21-51086038
Fax
86-21-51861608
Email
chemwill_asia@126.com
Country
CHINA
ProdList
23912
Advantage
58
Chengdu Peter-like Biotechnology Co., Ltd.
Tel
028-81700200 18108052721
Email
2850505130@qq.com
Country
China
ProdList
5176
Advantage
58
More
Less

View Lastest Price from Rasagiline manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Rasagiline 136236-51-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2024-10-30
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Rasagiline 136236-51-6
Price
US $0.00/kg
Min. Order
1kg
Purity
99% HPLC
Supply Ability
20 tons
Release date
2022-12-09
Baoji Guokang Healthchem co.,ltd
Product
Rasagiline 136236-51-6
Price
US $79.40/g
Min. Order
2g
Purity
99%
Supply Ability
1000g
Release date
2021-06-07

136236-51-6, RasagilineRelated Search:


  • (R)-2,3-DIHYDRO-N-2-PROPYNYL-1H-INDEN-1-AMINE
  • Rasagiline -13C3
  • Rasagiline
  • (R)-N-2-Propynyl-1-indanamine
  • 1H-Inden-1-amine, 2,3-dihydro-N-2-propynyl-, (1R)
  • 1-Indanamine, N-2-propynyl-, (R)-
  • Unii-003N66ts6t
  • (R)-N-(2-Propynyl)-2,3-dihydroinden-1-aMine
  • (1R)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-aMine
  • (R)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-aMine
  • Rasagiline(NaOH)
  • Rasagiline(artaric acid)
  • CS-246
  • CS-194
  • 1H-Inden-1-amine, 2,3-dihydro-N-2-propyn-1-yl-, (1R)-
  • Rasagiline USP/EP/BP
  • Rezagilan
  • Resagiland.
  • RasagilineQ: What is Rasagiline Q: What is the CAS Number of Rasagiline Q: What is the storage condition of Rasagiline Q: What are the applications of Rasagiline
  • (R)-Rasagiline
  • 136236-51-6
  • ZELNORM