Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C22H26N2O3 |
| Molecular Weight | 366.4534 |
| Optical Activity | ( - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@@]12CCCN3CCC4=C([C@@H]13)N(C5=C4C=CC=C5)C(=C2)C(=O)OCCO
InChI
InChIKey=WBEVCQPAHIHTRP-UNMCSNQZSA-N
InChI=1S/C22H26N2O3/c1-2-22-9-5-10-23-11-8-16-15-6-3-4-7-17(15)24(19(16)20(22)23)18(14-22)21(26)27-13-12-25/h3-4,6-7,14,20,25H,2,5,8-13H2,1H3/t20-,22-/m0/s1
| Molecular Formula | C22H26N2O3 |
| Molecular Weight | 366.4534 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
| Substance Class |
Chemical
Created
by
admin
on
Edited
Tue Apr 01 16:30:09 GMT 2025
by
admin
on
Tue Apr 01 16:30:09 GMT 2025
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| Record UNII |
4LH862BJM2
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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Preferred Name | English | ||
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4LH862BJM2
Created by
admin on Tue Apr 01 16:30:09 GMT 2025 , Edited by admin on Tue Apr 01 16:30:09 GMT 2025
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192813-34-6
Created by
admin on Tue Apr 01 16:30:09 GMT 2025 , Edited by admin on Tue Apr 01 16:30:09 GMT 2025
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10474085
Created by
admin on Tue Apr 01 16:30:09 GMT 2025 , Edited by admin on Tue Apr 01 16:30:09 GMT 2025
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| Related Record | Type | Details | ||
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ACTIVE MOIETY |
cmpd No.7b inhibition of diazepam-induced amnesia in (%): with 0.1 mg/kg p.o. = 74%, with 10.0 mg/kg p.o. = 65%; A series of trans-2'-hydroxyethyl and 2'-acyloxyethyl apovincaminates 4b- f and 7b- f has been synthesized and evaluated for their antioxidant and antiamnesic effects. The new esters were prepared from 4a and 7a ethyl esters or from the corresponding carboxylic acid sodium salt. For starting materials 11a, b, a new stereoselective trans-reduction was elaborated. From the combined results of the data obtained from in vitro and in vivo tests and examination of the metabolism, (3 R,16 S)-2'-hydroxyethyl apovincaminate ( 7b, RGH-10885) was identified as the most promising compound, owing to its potent neuroprotective and antiamnesic activities. The in vivo effectiveness of selected compounds on the cognitive functions was studied in a one-trial passive avoidance task and a water-labyrinth test.
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ACTIVE MOIETY |
From the combined results
of the data obtained from in vitro and in vivo tests and metabolism studies, 2-hydroxyethyl
(3R,16S)-apovincaminate (4b, RGH-10885) was identified as the most promising compound,
owing to its potent neuroprotective and antiamnesic activities.7(see above)
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