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28957-72-4

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28957-72-4 Usage

Chemical Properties

Off-White to Pale Yellow Low-Melting Solid

Uses

An intermediate for the preparation of β-Cocaine, opioid receptor antagonists, and CCR-5 receptor antagonists

Check Digit Verification of cas no

The CAS Registry Mumber 28957-72-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,9,5 and 7 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 28957-72:
(7*2)+(6*8)+(5*9)+(4*5)+(3*7)+(2*7)+(1*2)=164
164 % 10 = 4
So 28957-72-4 is a valid CAS Registry Number.
InChI:InChI=1/C14H17NO/c16-14-8-12-6-7-13(9-14)15(12)10-11-4-2-1-3-5-11/h1-5,12-13H,6-10H2

28957-72-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Benzyltropinone

1.2 Other means of identification

Product number -
Other names 8-Benzyl-3-nortropanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28957-72-4 SDS

28957-72-4Relevant articles and documents

Synthesis and biological investigation of new equatorial (β) stereoisomers of 3-aminotropane arylamides with atypical antipsychotic profile

Stefanowicz, Jacek,S?owiński, Tomasz,Wróbel, Martyna Zofia,Herold, Franciszek,Gomó?ka, Anna Edyta,Weso?owska, Anna,Jastrz?bska-Wi?sek, Magdalena,Partyka, Anna,Andres-Mach, Marta,Czuczwar, Stanis?aw Jerzy,?uszczki, Jarogniew Jacek,Zagaja, Miros?aw,Siwek, Agata,Nowak, Gabriel,?o?nierek, Maria,B?czek, Tomasz,Ulenberg, Szymon,Belka, Mariusz,Tur?o, Jadwiga

, p. 3994 - 4007 (2016)

A series of novel 3β-aminotropane derivatives containing a 2-naphthalene or a 2-quinoline moiety was synthesised and evaluated for their affinity for 5-HT1A, 5-HT2Aand D2receptors. Their affinity for the receptors was in the nanomolar to micromolar range. p-Substitution (6c, 6f, 6i, 6l, 6o), as well as substitution with chlorine atoms (6g, 6h, 6i), led to a significant increase in binding affinity for D2receptors with compounds 6f (Ki?=?0.6?nM), 6c and 6i (Ki?=?0.4?nM), having the highest binding affinities. m-Substituted derivatives were the most promising ligands in terms of 5-HT2Areceptor binding affinity whereas 2-quinoline derivatives (10a, 10b) displayed the highest affinity for 5-HT1AR and were the most selective ligands with Ki?=?62.7?nM and Ki?=?30.5?nM, respectively. Finally, the selected ligands 6b, 6d, 6e, 6g, 6h, 6k, 6n and 6o, with triple binding activity for the D2, 5-HT1Aand 5-HT2Areceptors, were subjected to in vivo tests, such as those for induced hypothermia, climbing behaviour and the head twitch response, in order to determine their pharmacological profile. The tested ligands presented neither agonist nor antagonist properties for the 5-HT1Areceptors in the induced hypothermia and lower lip retraction (LLR) tests. All tested compounds displayed antagonistic activity against 5-HT2A, with 6n and 6o being the most active. Four (6b, 6k, 6n and 6o) out of eight tested compounds could be classified as D2antagonists. Additionally, evaluation of metabolic stability was performed for selected ligands, and introduction of halogen atoms into the benzene ring of 6h, 6k, 6n and 6o improved their metabolic stability. The project resulted in the selection of the lead compounds 6n and 6o, which had antipsychotic profiles, combining dopamine D2-receptor and 5-HT2Aantagonism and metabolic stability.

Synthesis and biological investigations of 3β-aminotropane arylamide derivatives with atypical antipsychotic profile

Stefanowicz, Jacek,S?owiński, Tomasz,Wróbel, Martyna Z.,?lifirski, Grzegorz,Dawidowski, Maciej,Stefanowicz, Zdzis?awa,Jastrz?bska-Wi?sek, Magdalena,Partyka, Anna,Weso?owska, Anna,Tur?o, Jadwiga

, p. 1906 - 1928 (2018)

This work is a continuation of our previous research, concentrating this time on lead structure modification to increase the 5-HT1A receptor affinity and water solubility of designed compounds. Therefore, the compounds synthesised within the present project included structural analogues of 3β-acylamine derivatives of tropane with the introduction of a methyl substituent in the benzyl ring and a 2-quinoline, 3-quinoline, or 6-quinoline moiety. A series of novel 3β-aminotropane derivatives was evaluated for their affinity for 5-HT1A, 5-HT2A, and D2 receptors, which allowed for the identification of compounds 12e, 12i, and 19a as ligands with highest affinity for the tested receptors; they were then subjected to further evaluation in preliminary in vivo studies. Selected compounds 12i and 19a displayed antipsychotic properties in the d-amphetamine-induced and MK-801-induced hyperlocomotor activity test in mice. Moreover, compound 19a showed significant antidepressant-like activity in the forced swim test in mice.

3-aryl azabicyclo derivative as well as preparation and application thereof in nematode killing

-

Paragraph 0128; 0130-0131, (2021/08/06)

The invention relates to preparation of a 3-aryl azabicyclo derivative and application of the derivative in nematode killing. Specifically, the invention discloses application of a compound with a structure as shown in a formula (I) or a composition, an optical isomer, a cis-trans-isomer and an agricultural pharmacologically acceptable salt of the compound in the field of nematode killing.

Enantioselective Total Syntheses of the Proposed and Revised Structures of Methoxystemofoline: A Stereochemical Revision

Huang, Su-Yu,Gao, Long-Hui,Huang, Xiong-Zhi,Huang, Pei-Qiang

, p. 11053 - 11071 (2021/02/01)

This article describes the full details of our synthetic efforts toward the enantioselective total synthesis of the complex alkaloid methoxystemofoline. The enantioselective construction of the tetracyclic core features: (1) the Keck allylation at the N-α bridgehead carbon to forge the tetrasubstituted stereocenter; (2) an olefin cross-metathesis reaction for the side-chain elongation that is amenable for the synthesis of congeners and analogues; and (3) a regioselective aldol addition reaction with methyl pyruvate that ensured the subsequent regioselective cyclization reaction to construct the fourth ring. Overman's method was employed to install the 5-(alkoxyalky1idene)-3-methyl-tetronate moiety. In the last step, a nonstereoselective reaction resulted in the formation of both the proposed structure of methoxystemofoline and its E-stereoisomer, the natural product (revised structure), in a 1:1 ratio. We suggest to rename the natural product as isomethoxystemofoline, and report for the first time the complete 1H NMR data for this natural product.

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