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(-)-(2S,3S)-cis-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octane-3-amine, commonly known as cocaine, is a potent central nervous system stimulant and psychoactive drug. It is derived from the coca plant and is recognized for its stimulating and euphoric effects. Cocaine operates by inhibiting the reuptake of dopamine, norepinephrine, and serotonin in the brain, which results in heightened levels of these neurotransmitters and the associated sensations of pleasure and energy.

142035-23-2

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142035-23-2 Usage

Uses

Used in Pharmaceutical Industry:
Cocaine is utilized as a local anesthetic in certain medical procedures, particularly in ophthalmology, otolaryngology, and some surgeries requiring a numbing agent for the mucous membranes. Its ability to numb and constrict blood vessels makes it suitable for these applications.
Used in Research:
Cocaine is also used in scientific research to study the effects of neurotransmitter reuptake inhibition and to develop a better understanding of addiction and related neurological processes.

Check Digit Verification of cas no

The CAS Registry Mumber 142035-23-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,2,0,3 and 5 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 142035-23:
(8*1)+(7*4)+(6*2)+(5*0)+(4*3)+(3*5)+(2*2)+(1*3)=82
82 % 10 = 2
So 142035-23-2 is a valid CAS Registry Number.

142035-23-2Relevant academic research and scientific papers

Method for preparing maropitant free alkali

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Paragraph 0026; 0027, (2017/08/29)

The invention relates to a method for preparing maropitant free alkali. A reaction formula is as shown in the specification.

Overcoming chloroquine resistance in malaria: Design, synthesis and structure-activity relationships of novel chemoreversal agents

Boudhar, Aicha,Ng, Xiao Wei,Loh, Chiew Yee,Chia, Wan Ni,Tan, Zhi Ming,Nosten, Francois,Dymock, Brian W.,Tan, Kevin S.W.

, p. 231 - 249 (2016/05/24)

Malaria remains a significant infectious disease with even artemisinin-based therapies now facing resistance in the field. Development of new therapies is urgently needed, either by finding new compounds with unique modes of action, or by reversing resistance towards known drugs with 'chemosensitizers' or 'chemoreversal' agents (CRA). Concerning the latter, we have focused on the resistance mechanisms developed against chloroquine (CQ). We have synthesized a series of compounds related to previously identified CRAs, and found promising novel compounds. These compounds show encouraging results in a coumarin labeled chloroquine uptake assay, exhibiting a dose response in resensitising parasites to the antimalarial effects of chloroquine. Selected compounds show consistent potency across a panel of chloroquine and artemisinin sensitive and resistant parasites, and a wide therapeutic window. This data supports further study of CRAs in the treatment of malaria and, ultimately, their use in chloroquine-based combination therapies.

An efficient enantiopure synthesis of a pivotal precursor to substance P antagonists

Nugent, Thomas C.,Seemayer, Robert

, p. 142 - 148 (2012/12/21)

Many substance P antagonists have a core structure based on the quinuclidine skeleton. Manufacture of these drug antagonists proceeds through the advanced intermediate (2S,3S)-cis-2-benzhydryl-3-aminoquinuclidine 1, and all previous syntheses of 2S,3S-1 p

SUBSTITUTED BENZOLACTAM COMPOUNDS

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Page 11, (2010/02/05)

This invention relates to compounds of general formula (I): or a pharmaceutically acceptable salt thereof, W, T, Y, X, Q, R, R, and R are defined herein. This invention also relates to compounds of formula (I), depicted above, wherein Y is -NH-; T is (2S,3S)-2-phenylpiperidin-3-yl, where the phenyl group of said (2S, 3S)-2-phenylpiperidine-3-yl may optionally be substituted with fluoro; Q is oxygen and is double bonded to the carbon atom to which it is attached, X is methoxy or ethoxy, R is hydrogen, methyl or halo-C1-C2 alkyl, W is methylene, ethylene or vinylene; R and R are independently hydrogen or methyl, or one of R or R may be hydroxy, when W is ethylene, R and R are both methyl, when W is methylene, and R and R are both hydrogen, when W is vinylene. The invention is further directed to methods of treating various CNS and other disorders using said compounds and pharmaceutical compositions thereof.

Substituted benzylamino nitrogen containing non-aromatic heterocycles

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, (2008/06/13)

The present invention relates to novel substituted benzylamino nitrogen containing non-aromatic heterocycles and, specifically, to compounds of the formula STR1 wherein W, R1, R2, R3 and A are as defined in the specification, and to intermediates used in the synthesis of such compounds. The novel compounds of formula I are useful in the treatment of inflammatory and central nervous system disorders, as well as other disorders.

Identification of a series of 3-(benzyloxy)-1-azabicyclo[2.2.2]octane human NK1 antagonists

Swain,Seward,Cascieri,Fong,Herbert,MacIntyre,Merchant,Owen,Owens,Sabin,Teall,VanNiel,Williams,Sadowski,Strader,Ball,Baker

, p. 4793 - 4805 (2007/10/03)

The synthesis and in vitro and in vivo evaluation of a series of 3- (benzyloxy)-1-azabicyclo-[2.2.2]octane NK1 antagonists are described. While a number of 3,5-disubstituted benzyl ethers afford high affinity, the 3,5- bis(trifluoromethyl)benzyl was found to combine high in vitro affinity with good oral activity. Detailed structure-activity relationship studies in conjunction with data from molecular modeling and mutagenesis work have allowed the construction of a model of the pharmacophore. Specific interactions that have been identified include an interaction between His- 197 and one of the rings of the benzhydryl, a lipophilic pocket containing His-265 that the benzyl ether occupies, and a possible hydrogen bond between Gln-165 and the oxygen of the benzyl ether.

The Discovery of (2S,3S)-cis-2-(diphenylmethyl)-N--1-azabicyclooctan-3-amine as a Novel, Nonpeptide Substance P Antagonist

Lowe, John A.,Drozda, Suzan E.,Snider, R. Michael,Longo, Kelly P.,Zorn, Stevin H.,et al.

, p. 2591 - 2600 (2007/10/02)

We describe the structure-activity relationship development of a series of quinuclidines which culminated in the first potent, selective, nonpeptide substance P (SP) antagonist, (2S,3S)-cis-2-(diphenylmethyl)-N--1-azabicyclo2.2.2

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