123594-64-9

Basic information

• Product Name: (+)-PD 128907 HYDROCHLORIDE
• Synonyms: 3,4,4a,10b-tetrahydro-4-propyl-2h,5h-(1)benzopyrano(4,3-b)-1,4-oxazin-9-ol;S(+)-(4AR,10BR)-3,4,4A,10B-TETRAHYDRO-4-PROPYL-2H,5H-[1]BENZOPYRANO-[4,3-B]-1,4-OXAZIN-9-OL HYDROCHLORIDE;S(+)-PD 128,907 HYDROCHLORIDE;(+)-(4AR,10BR)-3,4A,4,10B-TETRAHYDRO-4-PROPYL-2H,5H-[1]BENZOPYRANO-[4,3-B]-1,4-OXAZIN-9-OL HYDROCHLORIDE;(+)-PD128907HCl;(S)-(+)-(4aR,10bR)-3,4,4a,10b-Tetrahydro-4-propyl-(2H,5H)-[1]benzopyrano-[4.3-b]-1,4-oxazin-9-olhydrochloride;R(-)-(4aS,10bS)-3,4,4a,10b-Tetrahydro-4-propyl-2H,5H-[1]benzopyrano-[4,3-b]-1,4-oxazin-9-ol;(4aR,10bR)-rel-3,4,4a,10b-Tetrahydro-4-propyl-2H,5H-[1]benzopyrano[4,3-b]-1,4-oxazin-9-ol
• CAS NO: 123594-64-9
• Molecular Formula: C14H20ClNO3
• Molecular Weight: 285.77
• Product Categories: Dopamine receptor
• Mol File: 123594-64-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 389 °C at 760 mmHg
• Flash Point: 189 °C
• Appearance: white/solid
• Density: 1.165
• Vapor Pressure: 1.32E-06mmHg at 25°C
• Refractive Index: 1.551
• Solubility: ethanol: >10 mg/mL
• CAS DataBase Reference: (+)-PD 128907 HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-PD 128907 HYDROCHLORIDE(123594-64-9)
• EPA Substance Registry System: (+)-PD 128907 HYDROCHLORIDE(123594-64-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 123594-64-9(Hazardous Substances Data)

Usage

Description

(+)-PD 128907 HYDROCHLORIDE is a chemical compound that acts as a potent and selective agonist for dopamine D2 and D3 receptors. It is primarily recognized for its potential use as an antipsychotic agent, making it a valuable compound in the field of pharmaceuticals and neuroscience.

Uses

Used in Pharmaceutical Industry:
(+)-PD 128907 HYDROCHLORIDE is used as an antipsychotic agent for its ability to selectively target and activate dopamine D2 and D3 receptors. This selective agonism is crucial for the development of more effective and targeted treatments for various psychiatric disorders, particularly those involving dopamine dysregulation.
Used in Neuroscience Research:
In the field of neuroscience, (+)-PD 128907 HYDROCHLORIDE serves as a valuable research tool for studying the role of dopamine D2 and D3 receptors in cognitive functions and neuropsychiatric conditions. Its selectivity allows researchers to better understand the mechanisms underlying these receptors' involvement in various brain processes and disorders.
Used in Drug Development:
(+)-PD 128907 HYDROCHLORIDE is utilized in the development of novel therapeutic agents targeting dopamine D2 and D3 receptors. Its potent agonistic properties make it a promising candidate for the creation of new drugs aimed at treating a range of psychiatric and neurological conditions, potentially leading to improved patient outcomes and quality of life.

InChI:InChI=1/C14H19NO3/c1-2-5-15-6-7-17-14-11-8-10(16)3-4-13(11)18-9-12(14)15/h3-4,8,12,14,16H,2,5-7,9H2,1H3/t12-,14-/m0/s1

Upstream product

• 123594-63-8 (+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine 
• 123594-65-0 (+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine hydrochloride 
• 123594-62-7 (+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazin-3-one 
• 123594-61-6 2-Chloro-N-((3S,4S)-4-hydroxy-6-methoxy-chroman-3-yl)-N-propyl-acetamide 
• 123621-20-5 (+/-)-trans-3-(propylamino)-6-methoxy-1-benzopyran-4-ol hydrochloride 
• 123-38-6 propionaldehyde 

Downstream Products

• 123671-93-2 [3H]-PD 128907 
• 123671-92-1 (+)-(4aR,10bR)-3,4,4a,10b-tetrahydro-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazin-9-ol 

Relevant articles and documents

Exception That Proves the Rule: Investigation of Privileged Stereochemistry in Designing Dopamine D3R Bitopic Agonists

In this study, starting from our selective D3R agonist FOB02-04A (5), we investigated the chemical space around the linker portion of the molecule via insertion of a hydroxyl substituent and ring-expansion of the trans-cyclopropyl moiety into a trans-cyclohexyl scaffold. Moreover, to further elucidate the importance of the primary pharmacophore stereochemistry in the design of bitopic ligands, we investigated the chiral requirements of (+)-PD128907 ((+)-(4aR,10bR)-2)) by synthesizing and resolving bitopic analogues in all the cis and trans combinations of its 9-methoxy-3,4,4a,10b-tetrahydro-2H,5H-chromeno[4,3-b][1,4] oxazine scaffold. Despite the lack of success in obtaining new analogues with improved biological profiles, in comparison to our current leads, a "negative"result due to a poor or simply not improved biological profile is fundamental toward better understanding chemical space and optimal stereochemistry for target recognition. Herein, we identified essential structural information to understand the differences between orthosteric and bitopic ligand-receptor binding interactions, discriminate D3R active and inactive states, and assist multitarget receptor recognition. Exploring stereochemical complexity and developing extended D3R SAR from this new library complements previously described SAR and inspires future structural and computational biology investigation. Moreover, the expansion of chemical space characterization for D3R agonism may be utilized in machine learning and artificial intelligence (AI)-based drug design, in the future.

Synthesis and Pharmacology of trans-4-n-Propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano-1,4-oxazin-7- and -9-ols: THe Significance of Nitrogen pKa Values for Central Dopamine Receptor Activation

The 6-oxa analogues of potent dopamine agonists, hexahydronaphthoxazines (4a, 4b), have been tested for dopamine receptor binding and stimulating activity and were found to be almost inactive. pKa value determinations indicated that these compounds are protonated to ca. 2percent, while potent compounds are protonated to a much greater extent.These results strongly support the assumption that the protonated form of DA agonists is the active species at the receptor.