CAS 1984-15-2|Medronic acid|Methylenebisphosphonic acid|methylene diphosphonate|(phosphonomethyl)phosphonic acid|Methylenediphosphonic acid|MDP|Methanediphosphonic acid|Methylenebis(phosphonic acid)...

General Information

Structure

Molecular Formula

CH₆O₆P₂

Molecular Mass

176.002262

Exact Mass

175.96396117

Charge

InChI

InChI=1S/CH6O6P2/c2-8(3,4)1-9(5,6)7/h1H2,(H2,2,3,4)(H2,5,6,7)

InChIKey

MBKDYNNUVRNNRF-UHFFFAOYSA-N

Canonic Smiles

OP(=O)(CP(=O)(O)O)O

Isomeric Smiles

P(=O)(O)(O)CP(=O)(O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-7.09

LogD (pH = 5.5)

-6.94

Log P

-2.35

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.27

Polar Surface Area

115.06

Polarizability

11.22

Molar Refractivity

27.88

LOG S

3.74

Data Source

Names and Identifiers

Synonyms

Medronic acidMethylenebisphosphonic acidMethylenediphosphonic acidMDPMethanediphosphonic acidMethylenebis(phosphonic acid)MedronateMethylene diphosphonatePhosphonomethylphosphonic acidMedronic acidMethylenediphosphonic acid亚甲磷酸亚甲基二膦酸Methanebisphosphonic AcidMethylenebiphosphonic AcidBis(dihydroxyphosphoryl)methanemedronic acidMethylenediphosphonic acidmethanediylbis(phosphonic acid)methanebisphosphonic acidmethanediphosphonic acidMethylene-1,1-bisphosphonic acid

IUPAC Traditional name

methylene diphosphonate

IUPAC name

(phosphonomethyl)phosphonic acid

International Nonproprietary Name (INN)

acide medroniqueacido medronicoacidum medronicummedronic acid

Names and Identifiers

Registration numbers

Merck Index

EC Number

Beilstein Number

CAS Number

MDL Number

PubChem CID

Wikipedia Title

Chemspider ID

PubChem SID

2489733824883203162039918163835412

CHEMBL

KEGG ID

BKMS React Database

PDBeChem Database

BRENDA Database

2.7.7.453.6.1.84.1.1.382.7.1.906.5.1.15.5.1.82.1.3.22.7.7.92.7.9.12.5.1.846.5.1.33.6.1.13.5.4.29

BindingDB Database

50162816

CHEBI ID

CHEBI:43945

BRENDA Ligand Database

578231975115412

Protein Data Bank

1huz5ysp7e4l5tlh6s833hxy

SureChEMBL Database

SCHEMBL66716

ACToR Database

1984-15-2

MetaboLights Database

Reaxys Registry

KEGG DRUG Database

CompTox Database

MetaCyc Database

PubMed Citation Links

20630180

NMRShiftDB Database

20209696

Registration numbers

Properties

Safety Information

Corrosive/Harmful/Light Sensitive/Store at -20°C

45-50 mg/kg (i.v., mice, rabbits)

Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

26-36/37/39-45

Properties

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Wikipedia

Medronic_acid

Sigma Aldrich

M9508

包装
1, 5, 10 g in glass bottle
250 mg in glass bottle

64255

Other Notes
This isosteric compound of pyrophosphate is used for preparing analogues of natural di- and triphosphates1,2; 99mTc-complex is employed in nuclear medicine for scintigraphy3,4; used for caries, dental calculus and plaque inhibition.

TRC

M203500

Radioactive imaging agent.

ChEBI

CHEBI:43945

A 1,1-bis(phosphonic acid) consisting of methane substituted by two phosphonic acid groups.

Molecule Details

References

PubChem Literature

From Data Sources

• Subramanian, G., et al.: J. Nucl. Med., 16, 744 (1975)

• Bull, U., et al.: Br. J. Radiol., 50, 629 (1975)

• Rosenthall, L., et al.: Clin. Nucl. Med., 2, 232 (1975)

• Garty, I., et al.: Clin. Nucl. Med., 14, 515 (1989)

• The Tc complex is used in bone scintigraphy.

• Used as an analogue of inorganic pyrophosphate for preparation of analogues of natural di- and tri-phosphates. See, e.g.: J. Org. Chem., 44, 3997 (1979). Review: Chem. Rev., 77, 872 (1977).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

methylene diphosphonate

IUPAC name

(phosphonomethyl)phosphonic acid

International Nonproprietary Name (INN)

acide medroniqueacido medronicoacidum medronicummedronic acid

Registration numbers

Merck Index

EC Number

Beilstein Number

CAS Number

MDL Number

PubChem CID

Wikipedia Title

Chemspider ID

PubChem SID

2489733824883203162039918163835412

CHEMBL

KEGG ID

BKMS React Database

PDBeChem Database

BRENDA Database

2.7.7.453.6.1.84.1.1.382.7.1.906.5.1.15.5.1.82.1.3.22.7.7.92.7.9.12.5.1.846.5.1.33.6.1.13.5.4.29

BindingDB Database

50162816

CHEBI ID

CHEBI:43945

BRENDA Ligand Database

578231975115412

Protein Data Bank

1huz5ysp7e4l5tlh6s833hxy

SureChEMBL Database

SCHEMBL66716

ACToR Database

1984-15-2

MetaboLights Database

Reaxys Registry

KEGG DRUG Database

CompTox Database

MetaCyc Database

PubMed Citation Links

NMRShiftDB Database

Molecule Details

M9508

包装
1, 5, 10 g in glass bottle
250 mg in glass bottle

64255

TRC

M203500

Radioactive imaging agent.

ChEBI

CHEBI:43945

A 1,1-bis(phosphonic acid) consisting of methane substituted by two phosphonic acid groups.

References

PubChem Literature

From Data Sources

• Subramanian, G., et al.: J. Nucl. Med., 16, 744 (1975)

• Bull, U., et al.: Br. J. Radiol., 50, 629 (1975)

• Rosenthall, L., et al.: Clin. Nucl. Med., 2, 232 (1975)

• Garty, I., et al.: Clin. Nucl. Med., 14, 515 (1989)

• The Tc complex is used in bone scintigraphy.

• Used as an analogue of inorganic pyrophosphate for preparation of analogues of natural di- and tri-phosphates. See, e.g.: J. Org. Chem., 44, 3997 (1979). Review: Chem. Rev., 77, 872 (1977).

Bioactivity

PubChem BioAssay

Properties

Safety Information

Corrosive/Harmful/Light Sensitive/Store at -20°C

45-50 mg/kg (i.v., mice, rabbits)

Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

26-36/37/39-45

Molecule

ID:75000