(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

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(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

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26
WGK Germany: 3

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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.

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N-Bromosuccinimide Price

Tocris

Product number: 1208
Product name: (2R,4R)-APDC
Purity: ≥98%(HPLC)
Packaging: 10
Price: $255
Updated: 2021/12/16

Tocris

Product number: 1208
Product name: (2R,4R)-APDC
Purity: ≥98%(HPLC)
Packaging: 50
Price: $1071
Updated: 2021/12/16

TRC

Product number: A726238
Product name: (2R,4R)-APDC
Packaging: 1mg
Price: $65
Updated: 2021/12/16

TRC

Product number: A726238
Product name: (2R,4R)-APDC
Packaging: 2.5mg
Price: $130
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0001246
Product name: (2R,4R)-APDC
Purity: 95.00%
Packaging: 1MG
Price: $202.65
Updated: 2021/12/16

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(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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(2R,4R)-APDC Suppliers

China 32 Czech 1 Europe 2 Germany 2 India 1 Japan 1 Switzerland 2 Ukraine 1 United Kingdom 2 United States 12 USA 1 Global 57

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169209-63-6, (2R,4R)-APDCRelated Search:

1-Pyrrolidinecarbodithioic acid ammonium salt, Ammonium pyrrolidinecarbodithioate, APDC, PDC, PDTC,APDC AMMONIUM SALT,APDC (S)-Pyrrolidin-3-ylmethanol (R)-3-Aminopyrrolidine D-2,3-Diaminopropionic acid D-SS-(N-METHYLAMINO)ALANINE 3-Aminopyrrolidine-3-carboxylic acid DL-2-METHYLGLUTAMIC ACID (R)-3-AMINO-PYRROLIDINE-3-CARBOXYLIC ACID 3-Pyrrolidinecarboxylic acid 2-AMINO-2-METHYL-5-HYDROXY-PENTANOIC ACID (2R,4R)-APDC 2,4-DIAMINO-2-METHYL-BUTYRIC ACID DL-2,4-Diaminoglutaric acid 2,4-PYRROLIDINEDICARBOXYLIC ACID 1-BENZYL-APDC.HCL, >98% Ammoniumpyrrolidinedithiocarbamate(apdc)80%extrapure 2-[(2-amino-2-methyl-propyl)amino]ethanol 1-BENZYL-APDC HCL,1-BENZYL-APDC HYDROCHLORIDE

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