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MedKoo Cat#: 531207 | Name: MDL 29951
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

MDL 29951 is a novel glycine antagonist of NMDA receptor activation (Ki=0.14 mM, [3H]glycine binding) in vitro and in vivo.

Chemical Structure

MDL 29951
MDL 29951
CAS#130798-51-5

Theoretical Analysis

MedKoo Cat#: 531207

Name: MDL 29951

CAS#: 130798-51-5

Chemical Formula: C12H9Cl2NO4

Exact Mass: 300.9909

Molecular Weight: 302.11

Elemental Analysis: C, 47.71; H, 3.00; Cl, 23.47; N, 4.64; O, 21.18

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 weeks
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Related CAS #
No Data
Synonym
MDL 29951; MDL-29951; MDL29951; MDL 29,951; MDL-29,951; MDL29,951.
IUPAC/Chemical Name
2-Carboxy-4,6-dichloro-1H-indole-3-propanoic acid
InChi Key
KNBSYZNKEAWABY-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H9Cl2NO4/c13-5-3-7(14)10-6(1-2-9(16)17)11(12(18)19)15-8(10)4-5/h3-4,15H,1-2H2,(H,16,17)(H,18,19)
SMILES Code
O=C(O)CCC1=C(C(O)=O)NC2=C1C(Cl)=CC(Cl)=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
MDL-29951 is a novel glycine antagonist of NMDA receptor activation, with Ki of 0.14 μM for [3H]glycine binding in vitro and in vivo.
In vitro activity:
3-(2-Carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid (MDL-29951), an antagonist of the glycine site of the NMDA receptor, has been found to be an allosteric inhibitor of the enzyme fructose 1,6-bisphosphatase. The compound binds at the AMP regulatory site by X-ray crystallography. This represents a new approach to inhibition of fructose 1,6-bisphosphatase and serves as a lead for further drug design. Reference: Bioorg Med Chem Lett. 2003 Jun 16;13(12):2055-8. https://pubmed.ncbi.nlm.nih.gov/12781194/
In vivo activity:
The glycine B receptor partial agonists L 687,414, D-cycloserine and (+)-HA 966, and the glycine B receptor antagonists MDL 29,951 and 5,7-dichloro-2,4 dihydroxy-3-phenyl-quinoline dione (DCPQ) dose-dependently inhibited the late phase (LP) of formalin-induced licking (FIL) elicited by intraplantar formalin in mice at doses exerting little motor disruption in the rotarod test. Reference: Neurosci Lett. 1994 Aug 29;178(1):139-43. https://pubmed.ncbi.nlm.nih.gov/7816323/
Solvent mg/mL mM
Solubility
DMF 5.0 16.55
DMSO 30.0 99.30
DMSO:PBS (pH 7.2) (1:1) 0.5 1.66
Ethanol 0.3 0.83
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 302.11 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Wright SW, Carlo AA, Danley DE, Hageman DL, Karam GA, Mansour MN, McClure LD, Pandit J, Schulte GK, Treadway JL, Wang IK, Bauer PH. 3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid: an allosteric inhibitor of fructose-1,6-bisphosphatase at the AMP site. Bioorg Med Chem Lett. 2003 Jun 16;13(12):2055-8. doi: 10.1016/s0960-894x(03)00310-x. PMID: 12781194. 2. Baron BM, Harrison BL, McDonald IA, Meldrum BS, Palfreyman MG, Salituro FG, Siegel BW, Slone AL, Turner JP, White HS. Potent indole- and quinoline-containing N-methyl-D-aspartate antagonists acting at the strychnine-insensitive glycine binding site. J Pharmacol Exp Ther. 1992 Sep;262(3):947-56. PMID: 1388205. 3. Millan MJ, Seguin L. Chemically-diverse ligands at the glycine B site coupled to N-methyl-D-aspartate (NMDA) receptors selectively block the late phase of formalin-induced pain in mice. Neurosci Lett. 1994 Aug 29;178(1):139-43. doi: 10.1016/0304-3940(94)90309-3. PMID: 7816323.
In vitro protocol:
1. Wright SW, Carlo AA, Danley DE, Hageman DL, Karam GA, Mansour MN, McClure LD, Pandit J, Schulte GK, Treadway JL, Wang IK, Bauer PH. 3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid: an allosteric inhibitor of fructose-1,6-bisphosphatase at the AMP site. Bioorg Med Chem Lett. 2003 Jun 16;13(12):2055-8. doi: 10.1016/s0960-894x(03)00310-x. PMID: 12781194. 2. Baron BM, Harrison BL, McDonald IA, Meldrum BS, Palfreyman MG, Salituro FG, Siegel BW, Slone AL, Turner JP, White HS. Potent indole- and quinoline-containing N-methyl-D-aspartate antagonists acting at the strychnine-insensitive glycine binding site. J Pharmacol Exp Ther. 1992 Sep;262(3):947-56. PMID: 1388205.
In vivo protocol:
1. Millan MJ, Seguin L. Chemically-diverse ligands at the glycine B site coupled to N-methyl-D-aspartate (NMDA) receptors selectively block the late phase of formalin-induced pain in mice. Neurosci Lett. 1994 Aug 29;178(1):139-43. doi: 10.1016/0304-3940(94)90309-3. PMID: 7816323.
1: Simon K, Hennen S, Merten N, Blättermann S, Gillard M, Kostenis E, Gomeza J. The Orphan G Protein-coupled Receptor GPR17 Negatively Regulates Oligodendrocyte Differentiation via Gαi/o and Its Downstream Effector Molecules. J Biol Chem. 2016 Jan 8;291(2):705-18. doi: 10.1074/jbc.M115.683953. PubMed PMID: 26620557; PubMed Central PMCID: PMC4705391. 2: Hennen S, Wang H, Peters L, Merten N, Simon K, Spinrath A, Blättermann S, Akkari R, Schrage R, Schröder R, Schulz D, Vermeiren C, Zimmermann K, Kehraus S, Drewke C, Pfeifer A, König GM, Mohr K, Gillard M, Müller CE, Lu QR, Gomeza J, Kostenis E. Decoding signaling and function of the orphan G protein-coupled receptor GPR17 with a small-molecule agonist. Sci Signal. 2013 Oct 22;6(298):ra93. doi: 10.1126/scisignal.2004350. PubMed PMID: 24150254; PubMed Central PMCID: PMC4114018. 3: Wright SW, Carlo AA, Danley DE, Hageman DL, Karam GA, Mansour MN, McClure LD, Pandit J, Schulte GK, Treadway JL, Wang IK, Bauer PH. 3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid: an allosteric inhibitor of fructose-1,6-bisphosphatase at the AMP site. Bioorg Med Chem Lett. 2003 Jun 16;13(12):2055-8. PubMed PMID: 12781194. 4: Millan MJ, Audinot V, Honoré P, Bervoets K, Veiga S, Brocco M. Blockade of NMDA receptors in the nucleus accumbens elicits spontaneous tail-flicks in rats. Eur J Pharmacol. 2000 Jan 24;388(1):37-47. PubMed PMID: 10657545. 5: Heppenstall PA, Fleetwood-Walker SM. The glycine site of the NMDA receptor contributes to neurokinin1 receptor agonist facilitation of NMDA receptor agonist-evoked activity in rat dorsal horn neurons. Brain Res. 1997 Jan 9;744(2):235-45. PubMed PMID: 9027383. 6: Millan MJ, Seguin L. Chemically-diverse ligands at the glycine B site coupled to N-methyl-D-aspartate (NMDA) receptors selectively block the late phase of formalin-induced pain in mice. Neurosci Lett. 1994 Aug 29;178(1):139-43. PubMed PMID: 7816323. 7: Baron BM, Harrison BL, McDonald IA, Meldrum BS, Palfreyman MG, Salituro FG, Siegel BW, Slone AL, Turner JP, White HS. Potent indole- and quinoline-containing N-methyl-D-aspartate antagonists acting at the strychnine-insensitive glycine binding site. J Pharmacol Exp Ther. 1992 Sep;262(3):947-56. PubMed PMID: 1388205. 8: Salituro FG, Harrison BL, Baron BM, Nyce PL, Stewart KT, McDonald IA. 3-(2-carboxyindol-3-yl)propionic acid derivatives: antagonists of the strychnine-insensitive glycine receptor associated with the N-methyl-D-aspartate receptor complex. J Med Chem. 1990 Nov;33(11):2944-6. PubMed PMID: 2146391.