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6,7-Dihydro-5H-cyclopenta[b]pyridin-2-ol, also known as 6,7-dihydro-2H-pyrido[3,2,1-ij]quinolin-5-ol, is a heterocyclic chemical compound belonging to the cyclopenta[b]pyridine derivatives. It features a unique structure with a five-membered ring fused to a six-membered ring. Although not commonly found in nature, 6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDIN-2-OL can be synthesized in the laboratory for various research and industrial applications. Its distinctive structural and chemical properties make it a promising candidate in pharmaceuticals, agrochemicals, and material science, as well as a potential building block for synthesizing other complex organic compounds.

88499-85-8

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88499-85-8 Usage

Uses

Used in Pharmaceutical Industry:
6,7-Dihydro-5H-cyclopenta[b]pyridin-2-ol is used as a pharmaceutical intermediate for the development of new drugs. Its unique structure and chemical properties allow it to interact with biological targets, making it a valuable component in the synthesis of potential therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 6,7-dihydro-5H-cyclopenta[b]pyridin-2-ol is utilized as a precursor for the synthesis of novel agrochemicals. Its heterocyclic nature and chemical reactivity enable the creation of compounds with potential applications in pest control, crop protection, and other agricultural areas.
Used in Material Science:
6,7-Dihydro-5H-cyclopenta[b]pyridin-2-ol is employed in material science for the development of new materials with unique properties. Its heterocyclic structure and chemical versatility make it a valuable component in the synthesis of advanced materials for various applications, such as electronics, sensors, and energy storage.
Used as a Building Block for Organic Synthesis:
6,7-Dihydro-5H-cyclopenta[b]pyridin-2-ol serves as a key building block for the synthesis of other complex organic compounds. Its unique structure and reactivity make it an ideal starting material for the development of new organic molecules with diverse applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 88499-85-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,4,9 and 9 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 88499-85:
(7*8)+(6*8)+(5*4)+(4*9)+(3*9)+(2*8)+(1*5)=208
208 % 10 = 8
So 88499-85-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H9NO/c10-8-5-4-6-2-1-3-7(6)9-8/h4-5H,1-3H2,(H,9,10)

88499-85-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 6,7-Dihydro-5H-cyclopenta[b]pyridin-2-ol

1.2 Other means of identification

Product number -
Other names 1,5,6,7-Tetrahydro-2H-cyclopenta[b]pyridin-2-one

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:88499-85-8 SDS

88499-85-8Relevant academic research and scientific papers

Method for preparing chiral nitrogen-phosphorus ligand L-8 containing pyridocyclopentane

-

, (2021/03/23)

The invention discloses a method for preparing chiral nitrogen-phosphorus ligand L-8 containing pyridocyclopentane, and belongs to the technical field of medical intermediate chiral ligands. The chiral nitrogen-phosphorus L-8 ligand is prepared from cyclopentanone through the steps of addition, cyclization, chlorination, asymmetric boronation, oxidation, coupling, esterification and the like in sequence, large-scale preparation is relatively easy to achieve through the route, and the defect that in a traditional route, the yield is low in the first step of ring closing reaction and chiral alcohol preparation is overcome, and by selecting a proper chiral ligand, and combining with butyl lithium, asymmetric synthesis of chiral alcohol is realized, and a chiral separation column mode adoptedin literature is avoided.

Method for synthesizing chiral nitrogen-phosphorus ligand L-8 containing pyridocycloheptane

-

, (2021/03/23)

The invention discloses a method for synthesizing a chiral nitrogen-phosphorus ligand L-8 containing pyridocycloheptane, and belongs to the technical field of medical intermediate chiral ligands. Thechiral nitrogen-phosphorus L-8 ligand is prepared from cyclopentanone through the steps of addition, cyclization, chlorination, asymmetric boronation, oxidation, coupling, esterification and the likein sequence, large-scale preparation is relatively easy to achieve through the route, and the defect that in a traditional route, the yield is low in the first step of ring closing reaction and chiralalcohol preparation, and by selecting a proper chiral ligand, and combining with butyl lithium, asymmetric synthesis of chiral alcohol is realized, and a chiral separation column mode adopted in literature is avoided.

GHRELIN O-ACYLTRANSFERASE INHIBITORS

-

Page/Page column 64; 65, (2019/08/26)

This invention relates to novel compounds according to Formula (I) which are inhibitors of ghrelin O-acyltransferase (GOAT), to pharmaceutical compositions containing them, to processes for their preparation, and to their use in therapy for the treatment

SUBSTITUTED L,2-DIHYDRO-3H-PYRAZOLO[3,4-D]PYRIMIDIN-3-ONES

-

Paragraph 0156, (2019/10/01)

Compounds of Formula (I) are provided herein. Such compounds, as well as pharmaceutically acceptable salts and compositions thereof, are useful for treating diseases or conditions, including conditions characterized by excessive cellular proliferation, such as breast cancer.

Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups

Chen, Gang,Zhuang, Zhe,Li, Gen-Cheng,Saint-Denis, Tyler G.,Hsiao, Yi,Joe, Candice L.,Yu, Jin-Quan

, p. 1506 - 1509 (2017/02/05)

Herein we report acid-directed β-C(sp3)-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp3)-H arylation.

ANTI-FIBROTIC PYRIDINONES

-

Paragraph 0339, (2015/11/02)

This application relates to polycyclic compounds with a pyridinone or pyridinone derivative core including, substituted pyridinones, 5,6- and 6,6- bicyclic heterocycles and substituted pyridine-thiones. This application also discloses methods of preparing these polycyclic compounds, pharmaceutical compositions and medicaments comprising said compounds and methods to treat, prevent or diagnose diseases, disorders or conditions associated with fibrosis.

ANTI-FIBROTIC PYRIDINONES

-

Paragraph 0586; 0589, (2014/04/17)

Disclosed are pyridinone compounds, method for preparing these compounds, and methods for treating fibrotic disorders.

Design and synthesis of orally-active and selective azaindane 5HT2c agonist for the treatment of obesity

Liu, Kevin K.-C.,Cornelius, Peter,Patterson, Terrell A.,Zeng, Yuan,Santucci, Stephanie,Tomlinson, Elizabeth,Gibbons, Colleen,Maurer, Tristan S.,Marala, Ravi,Brown, Janice,Kong, Jimmy X.,Lee, Eunsun,Werner, Wendy,Wenzel, Zane,Vage, Chandra

scheme or table, p. 266 - 271 (2010/04/24)

Based on our original pyrazine hit, CP-0809101, novel conformationally-restricted 5HT2c receptor agonists with 2-piperazin-azaindane scaffold were designed. Synthesis and structure-activity relationship (SAR) studies are described with emphasis on optimization of the selectivity against 5HT2a and 5HT2b receptors with excellent 2c potency. Orally-active and selective compounds were identified with dose-responsive in vivo efficacy in our pre-clinical food intake model.

Construction of 5,6-ring-fused 2-pyridones: An effective annulation tactic achieved in water

Smith III, Amos B.,Atasoylu, Onur,Beshoreb, Douglas C.

experimental part, p. 2643 - 2646 (2010/01/16)

An efficient protocol to annulate the 5,6-fused 2-pyridone ring system, exploiting a tandem condensation of propiol-amide and cyclic -keto methyl esters in water, followed by acid- or base-promoted intramolecular ring closure and decarboxylation, has been

4-Benzyl and 4-benzoyl-3-dimethylaminopyridin-2(1H)-ones: In vitro evaluation of new C-3-amino-substituted and C-5,6-alkyl-substituted analogues against clinically important HIV mutant strains

Benjahad, Abdellah,Croisy, Martine,Monneret, Claude,Bisagni, Emile,Mabire, Dominique,Coupa, Sophie,Poncelet, Alain,Csoka, Imre,Guillemont, Jér?me,Meyer, Christophe,Andries, Koen,Pauwels, Rudi,De Béthune, Marie-Pierre,Himmel, Daniel M.,Das, Kalyan,Arnold, Eddy,Chi, Hung Nguyen,Grierson, David S.

, p. 1948 - 1964 (2007/10/03)

In a program to optimize the anti-HIV activity of the 4-benzyl and 4-benzoyl-3-dimethylaminopyridinones 9 and 10, lead compounds in a new class of highly potent non-nucleoside type inhibitors of HIV-1 reverse transcriptase, modification of the alkyl substitutents at the C-5 and C-6 positions on the pyridinone ring and of the substitutents on the C-3 amino group has been studied. Of the 17 new 5/6-modified analogues prepared, compounds 31b and 32b substituted at C-5 by an extended nonpolar chain containing an ether function and a C-6 methyl group and compound 35 bearing a C-5 ethyl/C-6 hydroxymethyl substituent pattern were selected on the basis of their in vitro activity against wild-type HIV and the three principle mutant strains, K103N, Y181C, and Y188L. When tested further, it was shown that these molecules, and in particular compound 35, are globally more active than 9, 10, and efavirenz against an additional eight single [L100I, K101E, V106A, E138K, V179E, G190A/S, and F227C] and four double HIV mutant strains [L100I + K103N, K101E + K103N, K103N + Y181C, and F227L + V106A], which are clinically relevant. Concerning modulation of the N-3 substituent, 36 new analogues were prepared. Of these, the N-methyl-N-(2-methoxyethyl)-substituted compounds 40, 42, and 62, as well as the doubly modified compounds 77a and 77b, were selected from the initial screen and were subsequently shown to be active at sub-micromolar concentrations (IC50's) against all the other mutant strains except K103N + Y181C and F227L + V106A. Two possible, but distinct, modes of binding of these analogues in RT were suggested from molecular modeling studies. The preferred mode of binding for compound 62, corresponding to the predicted "orientation 1", was revealed in the X-ray crystal structure of the compound 62-RT complex.

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