5-Oxo-D-proline
5-Oxo-D-proline
CAS: 4042-36-8
Molecular Formula: C5H7NO3
5-Oxo-D-proline - Names and Identifiers
| Name | 5-Oxo-D-proline |
| Synonyms | 5-Oxo-D-proline D-Pyroglutamic acid (R)-5-PYRROLIDONE-2-CARBOXYLIC ACID (R)-2-PYRROLIDONE-5-CARBOXYLIC ACID (R)-2-PYRROLIDINONE-5-CARBOXYLIC ACID (R)-5-OXOPYRROLIDINE-2-CARBOXYLIC ACID (R)-5-OXO-2-PYRROLIDINECARBOXYLIC ACID (R)-(+)-2-PYRROLIDONE-5-CARBOXYLIC ACID (R)-(+)-2-PYRROLIDINONE-5-CARBOXYLIC ACID (R)-(+)-5-OXO-2-PYRROLIDINECARBOXYLIC ACID |
| CAS | 4042-36-8 |
| EINECS | 223-735-0 |
| InChI | InChI=1/C5H7NO3/c7-4-2-1-3-6(4)5(8)9/h1-3H2,(H,8,9) |
5-Oxo-D-proline - Physico-chemical Properties
| Molecular Formula | C5H7NO3 |
| Molar Mass | 129.11 |
| Density | 1.458g/cm3 |
| Melting Point | 155-162℃ |
| Boling Point | 270.098°C at 760 mmHg |
| Specific Rotation(α) | 10 ° (C=5, H2O) |
| Flash Point | 117.151°C |
| Water Solubility | soluble |
| Vapor Presure | 0.002mmHg at 25°C |
| Appearance | White to yellow crystals |
| Storage Condition | Room Temprature |
| Refractive Index | 1.551 |
| MDL | MFCD00066212 |
| Physical and Chemical Properties | Bioactive D-Pyroglutamic acid (D-5-Oxoproline, D-Pyr-OH, 5-oxo-D-proline, (R)-5-Oxopyrrolidine-2-carboxylic acid) is an effective endogenous metabolite that can resist the interruption of passive avoidance behavior induced by N-methyl-D-aspartate receptor antagonist AP-5. |
| Use | Uses other APIs |
5-Oxo-D-proline - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
5-Oxo-D-proline - Upstream Downstream Industry
5-Oxo-D-proline - Reference
| Reference Show more | 1. [IF=1.902] Zhi Rao et al."Multicomponent determination of traditional Chinese medicine preparation yin-zhi-huang injection by LC–MS/MS for screening of its potential bioactive candidates using HepaRG cells."Biomed Chromatogr. 2018 Feb;32(2):e4057 |
5-Oxo-D-proline - Preparation of D-pyroglutamic acid
from hownet
Author:
Abstract:
The preparation, purification and analysis of D-pyroglutamic acid were studied.
Key words:
pyroglutamic acid; D-pyroglutamic acid; Preparation; purification; Analysis
DOI:
CNKI:SUN:AJSH.0.1998-03-013
cited:
year:
1998
Last Update：2024-01-02 23:10:35
5-Oxo-D-proline - Synthesis of (R)-3-amino -2,3,4, 5-tetrahydro-1 H-[1]-2-oxobenzazepine
from VIP Journal Professional Edition
Abstract:
after reaction of 3, 4-dihydro-2h-naphthalen-1-one with hydroxylamine hydrochloride, 3-iodo-2, 3 was obtained by Beckmann rearrangement and iodination in PPA, 4, 5-tetrahydro-1h-[1]-2-oxobenzoazepine (5),5 by ammonolysis,D-pyroglutamic acid resolution, catalytic hydrogenation and reduction after treatment with concentrated ammonia water to obtain (R)-3-amino -2,3,4, 5-tetrahydro-1h-[1]-2-oxobenzoazepine, total yield about 44%, purity 98%,ee value: 99.5%.
Key words:
(R)-3-amino -2 3 4 5-tetrahydro-1h-[1]-2-oxobenzazepine Growth hormone secretagogue intermediate split synthesis
DOI:
CNKI:SUN:ZHOU.0.2010-02-006
year:
2010
Last Update：2023-08-16 22:08:29
5-Oxo-D-proline - Nature
| melting point | 155-162 °C |
| specific rotation | 27.5 ° (c=10,1N NaOH) |
| boiling point | 239.15°C (rough estimate) |
| density | 1.3816 (rough estimate) |
| refractive index | 10 ° (C=5, H2O) |
| storage conditions | Sealed in dry,Room Temperature |
| acidity coefficient (pKa) | 3.48±0.20(Predicted) |
| optical activity (optical activity) | [α]22/D 10°, c = 1.5 in H2O |
| water solubility | soluble |
| Merck | 14,8001 |
| BRN | 82133 |
| InChIKey | ODHCTXKNWHHXJC-GSVOUGTGSA-N |
Last Update：2024-04-10 22:29:15
5-Oxo-D-proline - Synthesis method
D-pyroglutamic acid series 5-oxyproline. It is formed by dehydration between the α-NH2 group and & gamma;-hydroxyl group of glutamate to form a molecular lactam bond; it can also be formed by the loss of amide group in the molecule of glutamine.
Last Update：2024-04-10 22:29:15
5-Oxo-D-proline - Security information
| dangerous goods mark | Xi |
| hazard category code | 36/37/38 |
| safety instructions | 26-36-37/39 |
| WGK Germany | 3 |
| customs code | 29339900 |
Last Update：2024-04-10 22:29:15
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View History
Raw Materials for 5-Oxo-D-proline
5-Hydroxymethylpyrrolidin-2-one
L-Pyroglutamic acid
D(-)-Glutamic acid
(-)-D-PYROGLUTAMIC ACID METHYL ESTER
L-Pyroglutamic acid
D(-)-Glutamic acid
(-)-D-PYROGLUTAMIC ACID METHYL ESTER
Downstream Products for 5-Oxo-D-proline
L-Pyroglutamic acid
Ethanol
(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
FASORACETAM
D-PYROGLUTAMIC ACID TERT-BUTYL ESTER
Ethanol
(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
FASORACETAM
D-PYROGLUTAMIC ACID TERT-BUTYL ESTER