101152-94-7 Usage
Description
(1R,2S)-rel-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide hydrochloride, also known as Milnacipran, is a chemical compound belonging to the class of serotonin-norepinephrine reuptake inhibitors (SNRIs). It is a crystalline solid that exhibits antidepressant and antibacterial properties. Milnacipran is sold under various brand names, including Savella, Ixel, Dalcipran, and Toledomin.
Uses
Used in Pharmaceutical Industry:
(1R,2S)-rel-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide hydrochloride is used as an antidepressant medication for the treatment of depression. It functions as a selective norepinephrine and serotonin reuptake inhibitor, helping to regulate mood and alleviate depressive symptoms.
Used in Chronic Pain Management:
In 2009, the US Food and Drug Administration (FDA) approved (1R,2S)-rel-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide hydrochloride for the management of fibromyalgia, a chronic pain disorder. It is the third drug approved in the US for this indication, alongside duloxetine and pregabalin.
Used in Antimicrobial Applications:
(1R,2S)-rel-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide hydrochloride also exhibits antibacterial properties, making it a potential candidate for use in the development of new antimicrobial agents to combat bacterial infections.
Biological Activity
Orally active 5-HT and noradrenalin re-uptake inhibitor (SNRI) (IC 50 values are 203 and 100 nM respectively) that displays no affinity at a range of other receptors. Causes adaptive changes to α 1 -adrenergic and 5-HT 2A serotonergic systems when administered repeatedly. Exhibits antidepressive and antinociceptive activities in vivo .
Biochem/physiol Actions
Serotonin and norepinephrine reuptake inhibitor (SNRI)
Check Digit Verification of cas no
The CAS Registry Mumber 101152-94-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,1,1,5 and 2 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 101152-94:
(8*1)+(7*0)+(6*1)+(5*1)+(4*5)+(3*2)+(2*9)+(1*4)=67
67 % 10 = 7
So 101152-94-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H22N2O.ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;/h5-9,13H,3-4,10-11,16H2,1-2H3;1H
101152-94-7Relevant articles and documents
An Efficient Synthesis of Milnacipran Hydrochloride via Reductive Amination of Aldehyde
Desireddy, Neha Reddy,Glory, Arava,Bhimireddy, Krishna Reddy,Kurra, Yadagiri,Reddy, Ram
, (2017)
An efficient synthesis of milnacipran hydrochloride has been accomplished. The important application of this paper is the reductive amination of aldehyde to primary amine with water soluble reagents. This method provides a high yield of primary amine as t
Preparation method of milnacipra hydrochloride intermediate
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, (2021/10/13)
The invention provides a preparation method of an intermediate hydrochloride intermediate. Belong to chemical medicine preparation technical field. To the preparation method, the compound having the structure of the formula (II) is added into the methanol
Preparation method of 2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide and salt thereof
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Paragraph 0048-0050; 0051-0074, (2020/07/15)
The invention provides a novel method for preparing 2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide (milnacipran) and a salt thereof. The method comprises the following steps: reducing a compound with a structure represented by a formula (I) by using a reducing agent to obtain milnacipran with a structure represented by a formula (II), and salifying milnacipran to obtain milnacipran hydrochloride. The method provided by the invention effectively controls the generation of impurities, greatly improves the yield and the purity of the product, has the characteristics of environmentalprotection, safety and economy, is suitable for industrial production, and has a wide market application prospect.
