- Rasagiline
- Rasagiline Mesylate
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Cas Database |
| Name |
Rasagiline Mesylate |
EINECS | 694-423-3 |
| CAS No. | 161735-79-1 | Density | 1.05 g/cm3 |
| PSA | 74.78000 | LogP | 2.87240 |
| Solubility | N/A | Melting Point |
155-158 °C |
| Formula | C12H13N.CH4O3S | Boiling Point | 305.5 °C at 760 mmHg |
| Molecular Weight | 267.349 | Flash Point | 146.8 °C |
| Transport Information | N/A | Appearance | white to off-white crystalline solid |
| Safety | 24/25 | Risk Codes | 22 |
| Molecular Structure |
|
Hazard Symbols | Xn |
| Synonyms |
R-(+)-Rasagiline mesylate;methanesulfonic acid; (1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine;Rasagiline methanesulfonate;1H-Inden-1-amine, 2,3-dihydro-N-2-propynyl-, (R)-, methanesulfonate;(R)-N-2-Propynyl-1-indanamine methanesulfonate;(R)-N-(prop-2-ynyl)-2,3-dihydro-1H-inden-1-amine methanesulfonate; |
Article Data | 22 |
Rasagiline Mesylate Synthetic route
| Conditions | Yield |
|---|---|
| In isopropyl alcohol for 1h; Reflux; | 98% |
| In toluene; acetonitrile at 40 - 80℃; Product distribution / selectivity; | 86.2% |
| In isopropyl alcohol at 5 - 10℃; for 0.5h; | 83% |
- 75-75-2
methanesulfonic acid
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| Stage #1: (1R)-N-(prop-2-ynyl)-2,3-dihydro-1H-inden-1-amine hemihydrate With potassium carbonate In water pH=Ca. 10; Large scale; Stage #2: methanesulfonic acid In isopropyl alcohol at 20℃; for 1.5h; Large scale; | 92.6% |
- 75-75-2
methanesulfonic acid
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| Stage #1: (1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine L-(+)-tartrate With sodium hydrogencarbonate In water; ethyl acetate at 20 - 25℃; Inert atmosphere; Stage #2: methanesulfonic acid In isopropyl alcohol Reflux; | 89% |
| Conditions | Yield |
|---|---|
| In isopropyl alcohol at 5℃; for 1.5h; Reflux; | 83% |
| Conditions | Yield |
|---|---|
| In isopropyl alcohol at 5 - 10℃; for 0.75h; | 83% |
- 75-75-2
methanesulfonic acid
- 1166392-46-6
N-(2,3 dibromopropyl)-1-aminoindan
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| Stage #1: N-(2,3 dibromopropyl)-1-aminoindan With potassium hydroxide In denaturated industrial spirit; water at 80 - 90℃; for 5h; Stage #2: methanesulfonic acid In isopropyl alcohol at 25 - 30℃; |
- 75-75-2
methanesulfonic acid
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| In acetone for 0.75h; Product distribution / selectivity; Reflux; | n/a |
- 34698-41-4
2,3-dihydro-1H-inden-1-amine
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: potassium carbonate / acetonitrile / 24 h / 55 °C 2.1: isopropyl alcohol / 1.5 h / 25 - 30 °C / Reflux 3.1: ammonia / water / pH ~ 8.5 - 9 3.2: 2 h / 25 - 30 °C View Scheme | |
| Multi-step reaction with 4 steps 1: potassium carbonate; N,N-dimethyl-formamide; sodium hydroxide / 7 h / 40 - 70 °C 2: 0.75 h / 25 - 65 °C 3: sodium hydroxide / water / 20 °C 4: acetone / 1 h / 25 - 35 °C View Scheme | |
| Multi-step reaction with 5 steps 1.1: potassium carbonate; N,N-dimethyl-formamide; sodium hydroxide / 7 h / 40 - 70 °C 2.1: 0.75 h / 25 - 65 °C 3.1: sodium hydroxide / water / 20 °C 4.1: hydrogen bromide / 0.5 h / 25 - 65 °C 5.1: sodium hydroxide / ethyl acetate / 4 h / 65 °C 5.2: 0.5 h / 40 °C View Scheme | |
| Multi-step reaction with 4 steps 1: Candida antarctica lipase B; Pd/AlO(OH); potassium carbonate / toluene / 12 h / 50 °C / Resolution of racemate; Inert atmosphere; Schlenk technique; Enzymatic reaction 2: triethanolamine; sodium hydroxide / water / 6.25 h / 80 °C / Reflux 3: potassium carbonate / acetonitrile / 12 h / 30 °C / Reflux 4: isopropyl alcohol / 0.5 h / 5 - 10 °C View Scheme | |
| Multi-step reaction with 6 steps 1: ethanol; tert-butyl methyl ether / 20 °C 2: ethanol / 2.32 h / 79 °C 3: sodium hydroxide / ethyl acetate / 0.5 h / 20 °C 4: hydrogenchloride / isopropyl alcohol / 0.5 h / 5 - 20 °C / Inert atmosphere 5: sodium hydroxide / toluene / 29 h / 30 °C 6: isopropyl alcohol / 1 h / 55 - 80 °C View Scheme |
- 75-75-2
methanesulfonic acid
- 1201685-18-8
(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine L-(+)-tartrate
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| Stage #1: (1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine L-(+)-tartrate With ammonia In water pH=~ 8.5 - 9; Stage #2: methanesulfonic acid In acetone at 25 - 30℃; for 2h; Product distribution / selectivity; |
- 83-33-0
inden-1-one
- 161735-79-1
rasagiline mesylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: ethanol / 8 h / 25 - 30 °C 2.1: ethanol; sodium tetrahydroborate / 8 h / 25 - 30 °C 3.1: isopropyl alcohol / 1.5 h / 25 - 30 °C / Reflux 4.1: ammonia / water / pH ~ 8.5 - 9 4.2: 2 h / 25 - 30 °C View Scheme | |
| Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / tert-butyl methyl ether / 8 h 1.2: 1 h / -70 - -30 °C 2.1: diisobutylaluminium hydride / toluene; hexane / 1 h / -70 - -30 °C 2.2: 1 h / 20 °C 3.1: tert-butyl methyl ether / 21 h / 10 °C / Heating 4.1: sodium hydroxide 5.1: isopropyl alcohol / 16 h / 20 - 75 °C View Scheme | |
| Multi-step reaction with 6 steps 1: hydroxylamine hydrochloride; sodium hydroxide / water; methanol / 70 - 75 °C 2: hydrogen; ammonia / Raney nickel / methanol / 10 - 42 °C / Autoclave 3: potassium carbonate; N,N-dimethyl-formamide; sodium hydroxide / 7 h / 40 - 70 °C 4: 0.75 h / 25 - 65 °C 5: sodium hydroxide / water / 20 °C 6: acetone / 1 h / 25 - 35 °C View Scheme |
Rasagiline Mesylate Chemical Properties
Product Name: Rasagiline Mesylate (CAS NO.161735-79-1)
IUPAC Name: methanesulfonic acid; (1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine
Molecular Formula: C13H17NO3S
Molecular Weight: 267.343980 g/mol
Appearance: White to Off-White Crystalline Solid
Density: 1.05 g/cm3
Boiling Point: 305.5 °C at 760 mmHg
Flash Point: 146.8 °C
Categories: APIs; Chiral; Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals; Rasagiline
Rasagiline Mesylate Uses
Rasagiline Mesylate (CAS NO.161735-79-1) is a selective irreversible MAO-B inhibitor.
Rasagiline Mesylate Specification
Rasagiline Mesylate , its CAS NO. is 161735-79-1, the synonyms are (r)-n-2-Propynyl-1-indanamine methanesulfonate ; (1R)-2,3-Dihydro-N-2-propyn-1-yl-1H-inden-1-amine Mesylate ; (R)-N-2-Propynyl-1-indanamine Mesylate ; Agilect ; Azilect ; TVP-101 ; Rasagiline nesylate .
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