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Chemical substance record

Midafotel

117414-74-1C8H15N2O5P250.191 g/mol

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). — ChEBI

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Identity & molecular properties

Source-linked values
CAS number117414-74-1ChEBI ↗
Molecular formulaC8H15N2O5PChEBI ↗
Molar mass250.191 g/molChEBI ↗
Monoisotopic mass250.07186 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:180900ChEBI ↗

Cross-source molecular data

PubChem
Molar mass250.19 g/molPubChem ↗
Exact mass250.07185858 DaPubChem ↗
Computed XLogP-7PubChem ↗
Topological polar surface area (Ų)110PubChem ↗
H-bond donors4PubChem ↗
H-bond acceptors7PubChem ↗
Rotatable bonds4PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
midafotel
(2R)-4-[(2E)-3-phosphonoprop-2-en-1-yl]piperazine-2-carboxylic acid
VZXMZMJSGLFKQI-ABVWVHJUSA-N
O=C(O)[C@H]1CN(C/C=C/P(=O)(O)O)CCN1
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

Names & synonyms

(2R)-4-[(2E)-3-phosphonoprop-2-en-1-yl]piperazine-2-carboxylic acidmidafotelum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00399695 mol

Uses 250.191 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 8 atoms
38.41%
O
Oxygen · 5 atoms
31.97%
P
Phosphorus · 1 atom
12.38%
N
Nitrogen · 2 atoms
11.20%
H
Hydrogen · 15 atoms
6.04%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:180900

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 6435801 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.