Phosphine Oxides (-POMe2) for Medicinal Chemistry : Synthesis, Properties, and Applications
A general practical approach to hetero(aromatic) and aliphatic P(O)Me2-substituted derivatives is elaborated. The key synthetic step was a [Pd]-mediated C-P coupling of (hetero)aryl bromides/iodides with HP(O)Me2. The P(O)Me2 substituent was shown to dramatically increase solubility and decrease lipophilicity of organic compounds. This tactic was used to improve the solubility of the antihypertensive drug prazosin without affecting its biological profile.
| Medienart: |
E-Artikel |
|---|
| Erscheinungsjahr: |
2021 |
|---|---|
| Erschienen: |
2021 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:86 |
|---|---|
| Enthalten in: |
The Journal of organic chemistry - 86(2021), 18 vom: 17. Sept., Seite 12783-12801 |
| Sprache: |
Englisch |
|---|
| Beteiligte Personen: |
Stambirskyi, Maksym V [VerfasserIn] |
|---|
| Links: |
|---|
| Themen: |
5TWQ1V240M |
|---|
| Anmerkungen: |
Date Completed 22.10.2021 Date Revised 22.10.2021 published: Print-Electronic Citation Status MEDLINE |
|---|
| doi: |
10.1021/acs.joc.1c01413 |
|---|
| funding: |
|
|---|---|
| Förderinstitution / Projekttitel: |
|
| PPN (Katalog-ID): |
NLM33010778X |
|---|
| LEADER | 01000naa a22002652 4500 | ||
|---|---|---|---|
| 001 | NLM33010778X | ||
| 003 | DE-627 | ||
| 005 | 20231225210559.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 231225s2021 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1021/acs.joc.1c01413 |2 doi | |
| 028 | 5 | 2 | |a pubmed24n1100.xml |
| 035 | |a (DE-627)NLM33010778X | ||
| 035 | |a (NLM)34468144 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rakwb | ||
| 041 | |a eng | ||
| 100 | 1 | |a Stambirskyi, Maksym V |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Phosphine Oxides (-POMe2) for Medicinal Chemistry |b Synthesis, Properties, and Applications |
| 264 | 1 | |c 2021 | |
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a ƒaComputermedien |b c |2 rdamedia | ||
| 338 | |a ƒa Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Date Completed 22.10.2021 | ||
| 500 | |a Date Revised 22.10.2021 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A general practical approach to hetero(aromatic) and aliphatic P(O)Me2-substituted derivatives is elaborated. The key synthetic step was a [Pd]-mediated C-P coupling of (hetero)aryl bromides/iodides with HP(O)Me2. The P(O)Me2 substituent was shown to dramatically increase solubility and decrease lipophilicity of organic compounds. This tactic was used to improve the solubility of the antihypertensive drug prazosin without affecting its biological profile | ||
| 650 | 4 | |a Journal Article | |
| 650 | 7 | |a Oxides |2 NLM | |
| 650 | 7 | |a Phosphines |2 NLM | |
| 650 | 7 | |a Palladium |2 NLM | |
| 650 | 7 | |a 5TWQ1V240M |2 NLM | |
| 650 | 7 | |a phosphine |2 NLM | |
| 650 | 7 | |a FW6947296I |2 NLM | |
| 700 | 1 | |a Kostiuk, Tetiana |e verfasserin |4 aut | |
| 700 | 1 | |a Sirobaba, Serhii I |e verfasserin |4 aut | |
| 700 | 1 | |a Rudnichenko, Alexander |e verfasserin |4 aut | |
| 700 | 1 | |a Titikaiev, Dmytro L |e verfasserin |4 aut | |
| 700 | 1 | |a Dmytriv, Yurii V |e verfasserin |4 aut | |
| 700 | 1 | |a Kuznietsova, Halyna |e verfasserin |4 aut | |
| 700 | 1 | |a Pishel, Iryna |e verfasserin |4 aut | |
| 700 | 1 | |a Borysko, Petro |e verfasserin |4 aut | |
| 700 | 1 | |a Mykhailiuk, Pavel K |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t The Journal of organic chemistry |d 1945 |g 86(2021), 18 vom: 17. Sept., Seite 12783-12801 |w (DE-627)NLM000006343 |x 1520-6904 |7 nnns |
| 773 | 1 | 8 | |g volume:86 |g year:2021 |g number:18 |g day:17 |g month:09 |g pages:12783-12801 |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1021/acs.joc.1c01413 |3 Volltext |
| 912 | |a GBV_USEFLAG_A | ||
| 912 | |a GBV_NLM | ||
| 951 | |a AR | ||
| 952 | |d 86 |j 2021 |e 18 |b 17 |c 09 |h 12783-12801 | ||