ChemicalBook >> CAS DataBase List >>(2R,4R)-APDC

(2R,4R)-APDC

CAS No.
169209-63-6
Chemical Name:
(2R,4R)-APDC
Synonyms
4R)-APDC;LY-314,593;(2R,4R)-APDC;2R, 4R-APDC monohydrate;(2R,4R)APDC,(2R,4R) APDC;4-amino-2,4-pyrrolidinedicarboxylic acid;(2R,4R)-4-AMINOPYRROLIDINE-2,4-DICARBOXYLATE;(2R,4R)-4-AMINOPYRROLIDINE-2,4-DICARBOXYLIC ACID;2,4-Pyrrolidinedicarboxylic acid, 4-amino-, (2R,4R)-;2,4-Pyrrolidinedicarboxylicacid,4-amino-,(2R,4R)-(9CI)
CBNumber:
CB5772407
Molecular Formula:
C6H10N2O4
Molecular Weight:
174.15
MDL Number:
MFCD00672677
MOL File:
169209-63-6.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

(2R,4R)-APDC Properties

storage temp. Desiccate at RT
solubility H2O: ≥2mg/mL
form powder
color white
Water Solubility Soluble to 100 mM in water

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26
WGK Germany  3

(2R,4R)-APDC price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Tocris 1208 (2R,4R)-APDC ≥98%(HPLC) 169209-63-6 10 $255 2021-12-16 Buy
Tocris 1208 (2R,4R)-APDC ≥98%(HPLC) 169209-63-6 50 $1071 2021-12-16 Buy
TRC A726238 (2R,4R)-APDC 169209-63-6 1mg $65 2021-12-16 Buy
TRC A726238 (2R,4R)-APDC 169209-63-6 2.5mg $130 2021-12-16 Buy
American Custom Chemicals Corporation CCH0001246 (2R,4R)-APDC 95.00% 169209-63-6 1MG $202.65 2021-12-16 Buy
Product number Packaging Price Buy
1208 10 $255 Buy
1208 50 $1071 Buy
A726238 1mg $65 Buy
A726238 2.5mg $130 Buy
CCH0001246 1MG $202.65 Buy

(2R,4R)-APDC Chemical Properties,Uses,Production

Uses

(2R,4R)-APDC is a potent and selective group II metabotropic glutamate receptor agonist (1,2). It has been shown that (2R,4R)-APDC decrease cell proliferation in the dentate gyrus of adult rats (1).

Definition

ChEBI: (2R,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid is a pyrrolidinedicarboxylic acid.

Biological Activity

A highly selective and relatively potent group II metabotropic glutamate receptor agonist. EC 50 values are 0.4, 0.4, > 100, > 100, > 300 and > 300 μ M for human mGlu 2 , mGlu 3 , mGlu 1 , mGlu 5 , mGlu 4 and mGlu 7 receptors respectively. Centrally active following systemic administration in vivo . Also available as part of the Group II mGlu Receptor Tocriset™ .

in vitro

2r,4r-apdc blocked forskolin-stimulated camp with none of the other activities of ls,3r-acpd. forskolin-stimulated camp formation in human mglur2 expressing cells with about three-fold greater potency than ls,3r-acpd were also inhibited by 2r,4r-apdc, which, unlike ls,3r-acpd, exhibited no appreciable activation of phosphoinostide hydrolysis in human mglur. thus, 2r,4r-apdc should be a useful pharmacological tool to explore the functions of mglurs coupled to inhibition of adenylate cyclase [1]. the effects of four isomers of apdc were investigated at glutamate receptors in vitro. (2r,4r)-apdc, an aza analog of the nonselective mglur agonist (1s,3r)-acpd possessed relatively high affinity for metabotropic glutamate receptors (mglurs) with no effects on radioligand binding to nmda, ampa, or kainate receptors up to 100 ím. none of the other apdc isomers exhibited significant mglur binding affinity, indicating that this interaction is highly stereospecific [2].

in vivo

both (1s,3r)-acpd and (2r,4r)-apdc were effectively attenuating forskolin-stimulated camp formation in the adult rat cerebral cortex; however, while (1s,3r)-acpd was also effectively stimulating basal tritiated inositol monophosphate production of the neonatal rat cerebral cortex, (2r,4r)-apdc was not effectively stimulating phosphoinositide hydrolysis in this tissue preparation. an augmentation of ampa-induced excitation was produced by microelectrophoretic application of either (1s,3r)-acpd or (2r,4r)-apdc to intact rat spinal neurons [2].

storage

Desiccate at RT

References

[1] schoepp dd, johnson bg, salhoff cr, valli mj, desai ma, burnett jp, mayne ng, monn ja. selective inhibition of forskolin-stimulated cyclic amp formation in rat hippocampus by a novel mglur agonist, 2r,4r-4-aminopyrrolidine-2,4- dicarboxylate. neuropharmacology. 1995 aug;34(8):843-50.
[2] monn ja, valli mj, johnson bg, salhoff cr, wright ra, howe t, bond a, lodge d, spangle la, paschal jw, campbell jb, griffey k, tizzano jp, schoepp dd. synthesis of the four isomers of 4-aminopyrrolidine-2,4-dicarboxylate: identification of a potent, highly selective, and systemically-active agonist for metabotropic glutamate receptors negatively coupled to adenylate cyclase. j med chem. 1996 jul 19; 39 (15):2990-3000.

(2R,4R)-APDC Preparation Products And Raw materials

Raw materials

Preparation Products

(2R,4R)-APDC Suppliers

Global( 55)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
Shanghai Han-Xiang Chemical Co., Ltd. 15971444841 amber@biochempartner.com China 3063 58
BOC Sciences -- info@bocsci.com USA 0 65
Jinan ponder chemical co. LTD 0531-0000 thinklifescience@163.com China 19690 58
LY-314,593 2,4-Pyrrolidinedicarboxylicacid,4-amino-,(2R,4R)-(9CI) (2R,4R)-APDC (2R,4R)-4-AMINOPYRROLIDINE-2,4-DICARBOXYLATE (2R,4R)-4-AMINOPYRROLIDINE-2,4-DICARBOXYLIC ACID 2R, 4R-APDC monohydrate 4-amino-2,4-pyrrolidinedicarboxylic acid 2,4-Pyrrolidinedicarboxylic acid, 4-amino-, (2R,4R)- 4R)-APDC (2R,4R)APDC,(2R,4R) APDC 169209-63-6 PYRROLE