116539-60-7

Basic information

• Product Name: (R)-Duloxetine
• Synonyms: (r)-duloxetine;(r)-n-methyl-gama-(1-naphthalenyloxy)-2-thiophenepropanamine;R-DULOXETINE HCL;(R)-N-Methyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-aMine hydrochloride;Duloxetine hydrochloride impurity A -G;Duloxetine hydrochloride impurity A;(R)-Doluxitine;R-DULOXETINE Oxalate
• CAS NO: 116539-60-7
• Molecular Formula: C₁₈H₁₉NOS
• Molecular Weight: 333.881
• EINECS: 1312995-182-4
• Product Categories: Pharmaceutical intermediate
• Mol File: 116539-60-7.mol
• Article Data: 67

Chemical Properties

• Boiling Point: 466.2 °C at 760 mmHg
• Flash Point: 235.7 °C
• Appearance: /
• Density: 1.158
• Vapor Pressure: 7.23E-09mmHg at 25°C
• Refractive Index: 1.627
• PKA: 10.02±0.10(Predicted)
• CAS DataBase Reference: (R)-Duloxetine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Duloxetine(116539-60-7)
• EPA Substance Registry System: (R)-Duloxetine(116539-60-7)

Safety Data

• Hazardous Substances Data: 116539-60-7(Hazardous Substances Data)

Usage

General Description

"(R)-Duloxetine" is the R-enantiomer of the drug duloxetine, which is a selective serotonin and norepinephrine reuptake inhibitor (SNRI) used for the treatment of depression, anxiety, nerve pain, and fibromyalgia. As an enantiomer, it has a specific three-dimensional arrangement of atoms that gives it distinct pharmacological properties compared to its S-enantiomer. (R)-Duloxetine works by increasing the levels of serotonin and norepinephrine in the brain, which can help improve mood, alleviate pain, and reduce anxiety. It is prescribed in capsule form for oral administration and is generally well-tolerated, although it may cause side effects such as nausea, dry mouth, dizziness, and drowsiness.

InChI:InChI=1/C18H19NOS/c1-19-12-11-17(18-10-5-13-21-18)20-16-9-4-7-14-6-2-3-8-15(14)16/h2-10,13,17,19H,11-12H2,1H3/t17-/m1/s1

Upstream product

• 321-38-0 1-Fluoronaphthalene 
• 116539-57-2 (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol 
• 49703-01-7 2-(1-hydroxy-2-chloroethyl)-thiophene 
• 5424-47-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride 
• 132335-49-0 α-[2-(dimethylamino)ethyl](thiophene-2-yl)methanol 
• 132335-44-5 (S)-3-dimethylamino-1-(2-thienyl)propan-1-ol 
• 116817-78-8 (R)-duloxetine oxalate 
• 98-03-3 thiophene-2-carbaldehyde 
• 591727-36-5 (S)-3-hydroxy-3-(thiophen-2-yl)propanenitrile 
• 1189747-73-6 (E)-ethyl 3-(naphthalene-1-yloxy)-3-thiophen-2-ylacrylate 
• 61354-73-2 thiophen-2-yl-propynoic acid ethyl ester 
• 77295-66-0 2-(2,2-dibromovinyl)thiophene 
• 116539-55-0 (S)-3-methylamino-1-(2-thienyl)-1-propanol 
• 164071-63-0 S-3-iodo-1-(2-thienyl)-1-(1-naphthalenyloxy)propane 

Downstream Products

• 116817-77-7 Duloxetine oxalate 
• 116817-86-8 (+)-(S)-N-methyl-γ-(1-naphthyloxy)-2-thiophenepropylamine maleate 
• 136434-34-9 duloxetine hydrochloride 
• 116817-13-1 duloxetine 
• 910138-96-4 (R)-(-)-N-methyl-3-(1-napthalenyloxy)-3-(2-thienyl)propanamine hydrochloride 
• 1309349-90-3 sulindac (S)-duloxetine salt 
• 1309349-71-0 acemetacin (S)-duloxetine salt 
• 1309349-83-4 diclofenac (S)-duloxetine salt 
• 1309349-74-3 nimesulide (S)-duloxetine salt 
• 1309349-73-2 ketorolac (S)-duloxetine salt 
• 132335-46-7 N-methyl-(S)-duloxetine 
• 1033719-36-6 2-(1-(2-hydroxynaphth-1-yl)-3-(methylamino)propyl)-thiophene hydrochloride 

Relevant articles and documents

Preparation method of duloxetine

To the method, 1 - naphthol and 3 - (2 - thienyl) -2 - acrolein serve as starting materials, and (S)-3 - (1 - naphthyloxy) -3 - (2 - thienyl) propanal is obtained through addition reaction under the action of a catalyst. The raw materials are cheap and easily available, and 1 - fluoronaphthalene which is expensive is not needed. Sodium hydride and operation are tedious, the cost is low, the process operation is safe and convenient, the three wastes are small in generation amount, and green and environment-friendly. The reaction atom economy is high, the reaction selectivity of each step is high, the side reaction is small, the optical purity and yield of the target product are high, and the green industrial production is facilitated.

Duloxetine hydrochloride salt of basic and duloxetine (by machine translation)

[Problem] to suppress toxic byproducts, and suppressing the formation of decomposition products of high purity optical isomers as well as the method for manufacturing a basic duloxetine hydrochloride duloxetine. [Solution] a basic manufacturing method of duloxetine, [...], potassium hydroxide and toluene in the presence of alcohol in the mixing step, and, by heating the reaction mixture obtained, comprising the step of distilling off the solvent in the reaction portion, a basic manufacturing method of duloxetine. [Drawing] no (by machine translation)

Preparation method for chiral gamma-sec-amino-alcohol

The invention provides a preparation method for chiral gamma-sec-amino-alcohol. The preparation method is characterized in that an acid addition salt of beta-sec-amino-ketone as shown in a general formula (I) which is described in the specification, alkali, a metal salt additive and a bisphosphine-rhodium complex are added into a solvent and a reaction is carried out in a hydrogen atmosphere so as to produce a chiral gamma-sec-amino-alcohol compound as shown in a general formula (II) which is described in the specification; and in the general formula (I) and the general formula (II), Ar represents an aryl group with or without substituent, R represents an alkyl group or aralkyl group, and HY represents acid. The preparation method is simple in synthesis route and process; the metal salt additive substantially improves the technical effect of rhodium in catalysis of asymmetric hydrogenation and enhances reaction yield and optical purity of the product; and production process is simplified, production cost is lowered, and the preparation method is suitable for industrial large-scale production.