Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Tolterodine tartrate

Related Products

Hot Products

Name

Tolterodine tartrate

EINECS 620-503-4
CAS No. 124937-52-6 Density 1.003 g/cm3
PSA 138.53000 LogP 3.21880
Solubility soluble in water Melting Point 205-210 °C
Formula C22H31NO.C4H6O6 Boiling Point 442.2 °C at 760 mmHg
Molecular Weight 475.582 Flash Point 192.1 °C
Transport Information N/A Appearance white-to-off-white crystalline powder
Safety 36/37 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 124937-52-6 (Tolterodine tartrate) Hazard Symbols IrritantXi
Synonyms

Phenol, 2-(3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-methyl-, (R)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt);Detrol (TN);Phenol, 2-((1R)-3-(bis(1-methylethyl)amino)-1-phenylpropyl)-4-methyl-, (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt);(2R,3R)-2,3-dihydroxybutanedioic acid; 2-[(1R)-3-(dipropan-2-ylamino)-1-phenyl-propyl]-4-methyl-phenol;Detrusitol (TN);Detrol;Tolterodine tartrate (JAN/USAN);Detrusitol;Tolterodine tartrate [USAN];Detrol LA;L-(+)- Tolterodine Tartrate;Tolterodine L-Tartrate;Tolterodine-L-Tartrate;(+)-R)-2-{A-[2-(Diisopropylamino)Ethyl]Benzyl}-P-Cresol Tartrate;

Article Data 13

Tolterodine tartrate Synthetic route

N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine hydrochloride

87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
Stage #1: N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine hydrochloride With sodium carbonate; sodium hydroxide In dichloromethane; water at 20℃; for 1h;
Stage #2: L-Tartaric acid In methanol; acetone for 1h; Reflux;
88%
Stage #1: N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine hydrochloride With sodium carbonate; sodium hydroxide In dichloromethane; water at 0 - 20℃; for 1h;
Stage #2: L-Tartaric acid In methanol; acetone at 0℃; for 2h; Reflux;
30%
Stage #1: N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine hydrochloride With sodium hydroxide In dichloromethane; water at 25 - 35℃; for 0.0833333 - 0.166667h;
Stage #2: L-Tartaric acid In methanol; dichloromethane; water; acetonitrile at 0 - 35℃; for 6.58333 - 13h; Heating / reflux;
Stage #1: N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine hydrochloride With sodium carbonate; sodium hydroxide In dichloromethane; water
Stage #2: L-Tartaric acid In ethanol at 0 - 70℃;
n/a
837376-36-0

3-(2-hydroxy-5-methylphenyl)-N,N-diisopropyl-3-phenylpropan-1-aminium bromide

87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
Stage #1: 3-(2-hydroxy-5-methylphenyl)-N,N-diisopropyl-3-phenylpropan-1-aminium bromide With sodium hydroxide In dichloromethane; water
Stage #2: L-Tartaric acid In ethanol at 60 - 85℃;
39%
897314-72-6

(+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide

87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
Stage #1: (+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 5 - 40℃; for 6h; Cooling with ice;
Stage #2: L-Tartaric acid In ethanol at 0 - 70℃; Reflux;
37%
N,N-diiso-propyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine

N,N-diiso-propyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine

87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
In ethanol at 60 - 85℃;18%
In ethanol at 0 - 80℃; for 5h; Resolution of racemate;
In methanol; acetone; toluene at 20 - 60℃; for 12.5h; Resolution of racemate;n/a
In ethanol Product distribution / selectivity;
87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
Stage #1: tolterodine hydrobromide With potassium hydroxide In water; ethyl acetate for 0.25 - 0.5h;
Stage #2: L-Tartaric acid In ethanol; ethyl acetate at 0℃; for 5 - 17h; Product distribution / selectivity;

87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
In ethanol at 25 - 30℃; for 0.5h; Product distribution / selectivity; Resolution of racemate;
897314-72-6

(+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide

87-69-4

L-Tartaric acid

A

873551-03-2

(S)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine L-hydrogen tartrate

B

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
Stage #1: (+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 70℃; for 6.08333h; Inert atmosphere; Cooling with ice;
Stage #2: With sodium hydroxide In acetone; toluene at 40 - 60℃; for 0.25h;
Stage #3: L-Tartaric acid In methanol at 0℃; Product distribution / selectivity; Reflux;
A n/a
B n/a
Stage #1: (+/-)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propanamide With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 5 - 40℃; for 6h; Cooling with ice;
Stage #2: L-Tartaric acid In isopropyl alcohol at 20 - 75℃; for 3.5h; Product distribution / selectivity;
A n/a
B n/a

N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine hydrochloride

87-69-4

L-Tartaric acid

A

873551-03-2

(S)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine L-hydrogen tartrate

B

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
In ethanol at 0 - 70℃;A n/a
B n/a
1043911-42-7

N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-propylamine L-tartrate

87-69-4

L-Tartaric acid

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
In water; isopropyl alcohol at 20 - 65℃; Purification / work up; Resolution of racemate; Reflux;n/a

N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenyl-2-propenamide

A

873551-03-2

(S)-N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropanamine L-hydrogen tartrate

B

124937-52-6

tolterodine tartrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogen / 5%-palladium/activated carbon / water; 2-methyltetrahydrofuran / 2.5 h / 55 °C / 750.08 Torr
2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 6 h / 5 - 40 °C / Cooling with ice
2.2: 3.5 h / 20 - 75 °C
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogen / 5%-palladium/activated carbon / water; 2-methyltetrahydrofuran / 2.5 h / 55 °C / 750.08 Torr
2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 6 h / 5 - 40 °C / Cooling with ice
2.2: 20 - 60 °C
3.1: ethanol / 0 - 70 °C
View Scheme

Tolterodine tartrate Chemical Properties

Molecular Structure of Tolterodine tartrate (CAS NO.124937-52-6):

IUPAC Name: (2R,3R)-2,3-dihydroxybutanedioic acid; 2-[(1S)-3-[di(propan-2-yl)amino]-1-phenylpropyl]-4-methylphenol 
Empirical Formula: C26H37NO7
Molecular Weight: 475.5745
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 8
Polar Surface Area: 12.47Å2
Flash Point: 192.1 °C
Enthalpy of Vaporization: 72.66 kJ/mol
Boiling Point: 442.2 °C at 760 mmHg
Vapour Pressure: 1.97E-08 mmHg at 25°C
Melting point: 205-210°C
InChI
InChI=1/C22H31NO.C4H6O6/c1-16(2)23(17(3)4)14-13-20(19-9-7-6-8-10-19)21-15-18(5)11-12-22(21)24;5-1(3(7)8)2(6)4(9)10/h6-12,15-17,20,24H,13-14H2,1-5H3;1-2,5-6H,(H,7,8)(H,9,10)/t20-;1-,2-/m01/s1
Smiles
c1([C@H](c2ccccc2)CCN(C(C)C)C(C)C)c(ccc(c1)C)O.C([C@@H]([C@H](C(=O)O)O)O)(=O)O
Product Categories: Active Pharmaceutical Ingredients; Medicine intermediate;APIs; In treatment of urinary incontinence; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Tolterodine

Tolterodine tartrate Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.

Tolterodine tartrate Standards and Recommendations

oxybutynin (M3 and M1 selective, but more so in the parotid than in the bladder) as tolterodine targets the bladder more than other areas of the body.  This means that less drug needs to be given daily (due to efficient targeting of the bladder) and so there are fewer side effects.Tolterodine, although it acts on all types of receptors, has fewer side effects than other antimuscarinics eg. Tolterodine acts on M1, M2, M3, M4 and M5 subtypes of muscarinic receptors whereas modern antimuscarinic treatments for overactive bladder only act on M3 receptors making them more selective.

Tolterodine tartrate Specification

  Tolterodine tartrate , with CAS number of 124937-52-6, can be called 2-((1R)-3-(Bis(1-methylethyl)amino)-1-phenylpropyl)-4-methylphenol (2R,3R)-2,3-dihydroxybutanedioate (1:1) (salt) ; 2,3-Dihydroxybutandisäure--2-{(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl}-4-methylbenzolol(1:1) ; 2-[(1R)-3-(Diisopropylamino)-1-phenylpropyl]-4-methylphenol 2,3-dihydroxysuccinate (1:1) ; acide 2,3-dihydroxybutanedioïque - 2-{(1R)-3-[bis(1-méthyléthyl)amino]-1-phénylpropyl}-4-méthylphénol (1:1) . Tolterodine tartrate (CAS NO.124937-52-6) is used to treat urinary incontinence.Tolterodine is an antimuscarinic drug.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 124937-52-6