23515-44-8

Usage

Uses

Used in Pharmaceutical Research:
(2R,3S)-5-(2-DIMETHYLAMINO-ETHYL)-3-HYDROXY-2-(4-METHOXY-PHENYL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THIAZEPIN-4-ONE is utilized as a research compound for exploring its potential biological activity and therapeutic properties. Its unique structure and stereochemistry make it a valuable candidate for the development of new pharmaceuticals.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2R,3S)-5-(2-DIMETHYLAMINO-ETHYL)-3-HYDROXY-2-(4-METHOXY-PHENYL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THIAZEPIN-4-ONE serves as a key molecule for designing and optimizing drugs targeting specific biological pathways. Its stereochemistry plays a significant role in determining its efficacy and selectivity as a therapeutic agent.
Used in Drug Development:
(2R,3S)-5-(2-DIMETHYLAMINO-ETHYL)-3-HYDROXY-2-(4-METHOXY-PHENYL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THIAZEPIN-4-ONE is employed in drug development as a lead compound. Its unique structural features and stereochemistry are leveraged to create new drugs with improved potency, selectivity, and reduced side effects.
Used in Chemical Synthesis:
In the realm of chemical synthesis, (2R,3S)-5-(2-DIMETHYLAMINO-ETHYL)-3-HYDROXY-2-(4-METHOXY-PHENYL)-2,3-DIHYDRO-5H-BENZO[B][1,4]THIAZEPIN-4-ONE is used as a starting material or intermediate for the synthesis of other complex organic molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 33286-22-5 diltiazem hydrochloride 
• 27068-88-8 2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 
• 107-99-3 2-(dimethylamino)ethyl chloride 
• 27068-88-8 3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 4584-46-7 (2-chloroethyl)dimethylamine hydrochloride 
• 80344-17-8 3-[2-(2-dimethylamino-ethylamino)-phenylsulfanyl]-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid 
• 154076-93-4 ethyl (Z)-2-(2-methoxyethoxy)methoxy-3-(4-methoxyphenyl)-2-propenoate 
• 137-07-5 2-amino-benzenethiol 
• 42245-42-1 methyl (2-RS,3-SR)-2,3-epoxy-3-(4-methoxyphenyl)propanoate 
• 30193-56-7 (+/-)-(R*,R*)-β-[(2-aminophenyl)thio]-α-hydroxy-4-methoxybenzenepropanoic acid, methyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 

Downstream Products

• 48218-47-9 5-(2-dimethylamino-ethyl)-3c-ethoxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 31953-21-6 3-methyl-butyric acid 5-(2-dimethylamino-ethyl)-2c-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3r-yl ester 
• 40602-20-8 5-(2-dimethylamino-ethyl)-2r-(4-methoxy-phenyl)-3c-pentanoyloxy-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 40602-22-0 5-(2-dimethylamino-ethyl)-3c-hexanoyloxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 28739-41-5 5-(2-dimethylamino-ethyl)-3c-ethoxycarbonyloxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 34933-06-7 (+/-)-Diltiazem 
• 33286-23-6 5-(2-dimethylamino-ethyl)-3c-hydroxy-2r-(4-hydroxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 68767-07-7 5-(2-dimethylamino-ethyl)-3c-hydroxy-2r-(4-methoxy-phenyl)-1ξ-oxo-1,2,3,5-tetrahydro-1λ⁴-benzo[b][1,4]thiazepin-4-one 
• 68767-08-8 5-[2-(dimethyl-oxy-amino)-ethyl]-3c-hydroxy-2r-(4-methoxy-phenyl)-1ξ-oxo-1,2,3,5-tetrahydro-1λ⁴-benzo[b][1,4]thiazepin-4-one 
• 68767-09-9 5-[2-(dimethyl-oxy-amino)-ethyl]-3c-hydroxy-2r-(4-methoxy-phenyl)-1,1-dioxo-1,2,3,5-tetrahydro-1λ⁶-benzo[b][1,4]thiazepin-4-one 
• 68767-06-6 5-[2-(dimethyl-oxy-amino)-ethyl]-3c-hydroxy-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 34933-06-7 3t-acetoxy-5-(2-dimethylamino-ethyl)-2r-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 31964-29-1 {2-[3c-acetoxy-2r-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazepin-5-yl]-ethyl}-ethyl-dimethyl-ammonium; bromide 
• 31964-30-4 {2-[3c-acetoxy-2r-(4-methoxy-phenyl)-4-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazepin-5-yl]-ethyl}-dimethyl-propyl-ammonium; bromide 

Relevant academic research and scientific papers

COMPOUNDS AS MODULATORS OF GHRELIN RECEPTOR AND USES THEREOF

Disclosed herein are compounds of Formula (I) as defined herein, or a pharmaceutically acceptable salt, ester, amide, or prodrug thereof, that selectively activate the ghrelin receptor, and pharmaceutical compositions comprising the same. Disclosed herein are also methods of treatment of diseases and disorders comprising administering to a subject in need thereof a therapeutically effective amount of a compound of Formula (I).

Optical resolution of a 1,5-benzothiazepine derivative, a synthetic intermediate of diltiazem, by preferential crystallization and diastereomeric salt formation

Practical preparation methods of an optically active intermediate of diltiazem, (+)-(2S,3S)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2- (4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one [(+)-7], have been developed by the use of physicochemical and chemical resolutions. 1) The salt of (+)-7 with 3-amino-4-hydroxy-benzenesulfonic acid (AHS), was found to exist as a conglomerate and could be reproducibly resolved into (+)-7·AHS and (-)- 7·AHS of 94-98% ee by a preferential crystallization procedure. 2) (+)- (1R)-3-Bromocamphor-9-sulfonic acid [(+)-BCS] was found to be an efficient resolving agent for (±)-7 and the diastereomeric resolution provided (+)- 7·(+)-BCS·2H2O salt in >43% yield and >97% ee by fractional crystallization. It is presumed that the crystal water of (+)-7·(+)- BCS·2H2O plays an important role in the selective crystallization during this efficient resolution.

cis-(±)-5-[2- (Dimethylamino)ethyl]-3-hydroxy-2-(4- methoxyphenyl )-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one

The title compound, C20H24N2O3S, is a drug intermediate of diltiazem. The molecule is stabilized by covalent bonding and weak hydrogen bonding, and the crystal packing is stabilized by hydrogen bonding. The seven-membered ring is distorted showing a twist-boat conformation. The methoxyphenyl and hydroxy groups are cis oriented with respect to one another, with the phenyl ring in an axial position. Intermolecular hydrogen bonding produces dimers in the crystal.

Stereoselective addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives - Alternative synthesis of (±)-diltiazem

A stereocontrolled synthesis of (±)-diltiazem by applying nucleophilic addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives is described.

Naphthalene derivatives and method for preparation thereof

A naphthalene derivative of the formula: STR1 wherein R1 is hydrogen and R2 is lower alkyl or phenyl-lower alkyl; or R1 and R2 are combined together to form lower alkylene; X is halogen; and the absolute configu