(2R,4R)-APDC
- Product Name
- (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
- Formula Weight
- 174.15
- MOL File
- 169209-63-6.mol
(2R,4R)-APDC Property
- storage temp.
- Desiccate at RT
- solubility
- H2O: ≥2mg/mL
- form
- powder
- color
- white
- Water Solubility
- Soluble to 100 mM in water
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 1208
- Product name
- (2R,4R)-APDC
- Purity
- ≥98%(HPLC)
- Packaging
- 10
- Price
- $255
- Updated
- 2021/12/16
- Product number
- 1208
- Product name
- (2R,4R)-APDC
- Purity
- ≥98%(HPLC)
- Packaging
- 50
- Price
- $1071
- Updated
- 2021/12/16
- Product number
- A726238
- Product name
- (2R,4R)-APDC
- Packaging
- 1mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- A726238
- Product name
- (2R,4R)-APDC
- Packaging
- 2.5mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- CCH0001246
- Product name
- (2R,4R)-APDC
- Purity
- 95.00%
- Packaging
- 1MG
- Price
- $202.65
- Updated
- 2021/12/16
(2R,4R)-APDC Chemical Properties,Usage,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
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