An NMDA receptor antagonist
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SDZ 220-581

Item No. 33344

Technical Information
Formal Name
αS-amino-2′-chloro-5-(phosphonomethyl)-[1,1′-biphenyl]-3-propanoic acid
CAS Number
174575-17-8
Molecular Formula
C16H17ClNO5P
Formula Weight
Purity
≥98%
Formulation
A solid
Acetonitrile:Water (1:1): Slightly soluble: 0.1-1 mg/ml
SMILES
ClC1=C(C=CC=C1)C2=CC(C[C@H](N)C(O)=O)=CC(CP(O)(O)=O)=C2
InChi Code
InChI=1S/C16H17ClNO5P/c17-14-4-2-1-3-13(14)12-6-10(8-15(18)16(19)20)5-11(7-12)9-24(21,22)23/h1-7,15H,8-9,18H2,(H,19,20)(H2,21,22,23)/t15-/m0/s1
InChi Key
VBRJFXSFCYEZMQ-HNNXBMFYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    SDZ 220-581 is an NMDA receptor antagonist (apparent pA2 = 7.8).1 It reduces the number of convulsions induced by maximal electroshock (MES) in mice (ED50 = <3.2 mg/kg).2 SDZ 220-581 (1.25 mg/kg) decreases lesion area in a mouse model of cerebral ischemia induced by middle cerebral artery occlusion (MCAO). It reduces mechanical hyperalgesia induced by complete Freund's adjuvant in mice when administered at doses of 10 or 30 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Müller, W., Kipfer, P., Lowe, D.A., et alSyntheses of biphenyl analogues of AP7, a new class of competitive N-methyl-D-aspartate (NMDA) receptor antagonists. Helv. Chim. Acta 78, 2026-2035 (1995).

    2. Urwyler, S., Campbell, E., Fricker, G., et alBiphenyl-derivatives of 2-amino-7-phosphono-heptanoic acid, a novel class of potent competitive N-methyl-D-aspartate receptor antagonists--II. Pharmacological characterization in vivo. Neuropharmacology 35(6), 655-669 (1996).