25216-70-0 Usage
Description
Methyl N-(2-bromophenyl)carbamate is an organic compound that is primarily used in the synthesis of various pharmaceuticals. It is a derivative of carbamic acid and features a bromophenyl group attached to a methyl carbamate moiety. methyl N-(2-bromophenyl)carbamate is known for its potential applications in the development of novel therapeutic agents, particularly for the treatment of central nervous system (CNS) disorders.
Uses
Used in Pharmaceutical Industry:
Methyl N-(2-bromophenyl)carbamate is used as a key intermediate in the synthesis of quinazolinyl norepinephrine reuptake inhibitors. These inhibitors are designed to target and modulate the reuptake of norepinephrine, a neurotransmitter involved in the regulation of attention, alertness, and the fight-or-flight response. By inhibiting the reuptake of norepinephrine, these compounds can help alleviate the symptoms of central nervous system disorders, such as attention deficit hyperactivity disorder (ADHD) and other related conditions.
In the development of these quinazolinyl norepinephrine reuptake inhibitors, methyl N-(2-bromophenyl)carbamate plays a crucial role in the formation of the final drug molecule. Its unique structural features allow for the creation of compounds with enhanced selectivity, potency, and pharmacokinetic properties, which are essential for the effective treatment of CNS disorders.
Furthermore, the use of methyl N-(2-bromophenyl)carbamate in the pharmaceutical industry highlights its potential as a versatile building block for the design and synthesis of other therapeutic agents. Its ability to be modified and functionalized allows for the exploration of various chemical pathways, leading to the discovery of novel drugs with improved efficacy and safety profiles.
Check Digit Verification of cas no
The CAS Registry Mumber 25216-70-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,2,1 and 6 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 25216-70:
(7*2)+(6*5)+(5*2)+(4*1)+(3*6)+(2*7)+(1*0)=90
90 % 10 = 0
So 25216-70-0 is a valid CAS Registry Number.
25216-70-0Relevant articles and documents
Electrochemical Hofmann rearrangement mediated by NaBr: Practical access to bioactive carbamates
Li, Lijun,Xue, Mengyu,Yan, Xin,Liu, Wenmin,Xu, Kun,Zhang, Sheng
supporting information, p. 4615 - 4618 (2018/07/06)
An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.
Synthesis of carbamates from carbon dioxide promoted by organostannanes and alkoxysilanes
Germain, Nicolas,Hermsen, Marko,Schaub, Thomas,Trapp, Oliver
, (2017/09/26)
A cooperative methoxy transfer between orthosilicate esters and organotin oxides was developed for the synthesis of various N-alkyl and N-aryl carbamates from carbon dioxide in up to 97% isolated yield. The reaction is highly selective and N-alkylated amines are not observed. Density functional theory calculations of the reaction were performed and, together with NMR observations, a plausible mechanism featuring the catalytic regeneration of dialkyltin dialkoxide is proposed.
Efficient synthesis of methyl carbamate via Hofmann rearrangement in the presence of TsNBr2
Borah, Arun Jyoti,Phukan, Prodeep
experimental part, p. 3035 - 3037 (2012/07/27)
An efficient method has been developed for the synthesis of carbamates from the corresponding amides via the Hofmann rearrangement using N,N-dibromo-p-toluenesulfonamide (TsNBr2) in the presence of DBU in methanol. The reaction goes into completion in 10-20 min at 65 °C to produce the corresponding carbamate in excellent yield.
