ChemicalBook CAS DataBase List D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid

D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid

Product NameD-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid
CAS117414-74-1
CBNumberCB2158312
MFC8H15N2O5P
MW250.19
MDL NumberMFCD00878116
MOL File117414-74-1.mol
MSDS FileSDS

Chemical Properties

Boiling point	555.6±60.0 °C(Predicted)
Density	1.449±0.06 g/cm3(Predicted)
storage temp.	Desiccate at RT
solubility	H₂O: 100 mM
form	Powder
pka	1.27±0.10(Predicted)
color	White
Water Solubility	Soluble to 100 mM in water
InChI	1S/C8H15N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h1,5,7,9H,2-4,6H2,(H,11,12)(H2,13,14,15)/b5-1+/t7-/m1/s1
InChIKey	VZXMZMJSGLFKQI-ABVWVHJUSA-N
FDA UNII	7LYU6ZF84G
UNSPSC Code	12352200
NACRES	NA.77

Safety

WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid Price

Product number	Packaging	Price	Product description	Buy
Sigma-Aldrich 5.04840	10mg	$344	(R)-CPPene - CAS 117414-74-1 - Calbiochem	Buy
Usbiological 445521	10mg	$631	D-CPP-ene	Buy
Usbiological 445521	25mg	$1296	D-CPP-ene	Buy
Usbiological 255089	10mg	$715	D-CPP-ene Asreported	Buy
Usbiological 217730	10mg	$596	(R)-CPPene ((R)-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic Acid, SDZ EAA 494, Midafotel) ≥99%(HPLC)	Buy

D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid Chemical Properties,Usage,Production

Uses

D-CPP-ene is a potent, competitive NMDA antagonist (1). NMDA antagonists such as this may increase sucrose intake through hunger satiation delay (2).

Definition

ChEBI: Midafotel is a member of the class of piperazines that is piperazine substituted by a carboxy group at position 2R and a (1E)-1-phosphonoprop-1-en-3-yl group at position 4. It is an antagonist of N-methyl-D-aspartate receptors (NMDARs) and was in clinical development by Novartis for the treatment of cognition disorders and brain injuries (now discontinued). It has a role as a NMDA receptor antagonist, a neuroprotective agent and an anticonvulsant. It is a piperazinecarboxylic acid, a monocarboxylic acid, a member of phosphonic acids, an olefinic compound and a tertiary amino compound.

Biological Activity

Potent and competitive NMDA antagonist (K i = 40 nM). Centrally active following systemic administration.

in vivo

Midafotel (15 mg/kg; i.p.) causes intense stereotyped behaviors in rats^[2].
Midafotel (1.5, 4.5, 15 mg/kg; i.v.; initiated 15 min prior to MCA occlusion (followed by constant infusion at 1, 3 or 10 mg/kg/h)) produces dose-dependent reductions in the volumes of infarction; the dose of 4.5 mg/kg being the most effective in focal cerebral ischemia in the rat^[3].

Animal Model:	Adult female Wistar rats^[2]
Dosage:	15 mg/kg
Administration:	I.p.
Result:	Induced the typical PCP-like behavioral syndrome with ataxia, hyperlocomotion and stereotyped behaviors, i.e., head weaving, stereotyped sniffing, face washing and grooming, significantly increased extracellular levels of HVA and 5-HIAA in the striatum.

IC 50

NMDA Receptor: 39 nM ()

storage

Room temperature

D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid synthesis

Preparation Products And Raw materials

D-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
3B Pharmachem (Wuhan) International Co.,Ltd.	18930552037	3bsc@sina.com	China	15813	69
Beijing HuaMeiHuLiBiological Chemical	010-56205725	waley188@sohu.com	China	12323	58
EMMX Biotechnology LLC	888-539-0666	info@emmx.com	United States	8435	60
BOC Sciences	--	info@bocsci.com	USA	0	65
BOC Sciences	16314854226; +8616314854226	inquiry@bocsci.com	United States	19852	58
TargetMol Chemicals Inc.	+1-781-999-5354; +1-00000000000	marketing@targetmol.com	United States	32431	58
MedBioPharmaceutical Technology Inc	021-69568360 18916172912	order@med-bio.cn	China	8137	58
Nantong QuanYi Biotechnology Co., Ltd	0513-66337626 18051384581	sales@chemhifuture.com	China	5984	58
Aladdin Scientific		tp@aladdinsci.com	United States	50068	58

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