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180064-38-4

180064-38-4 Structure

180064-38-4 Structure
IdentificationBack Directory
[Name]

PHOSPHONIC ACID, (1-HYDROXY-2-IMIDAZO(1,2-A)PYRIDIN-3-YLETHYLIDENE)BIS-
[CAS]

180064-38-4
[Synonyms]

Bonoteo
BPH 261
ONO 5920
Recalbon
Nsc725590
Minodronicaci
Minodronic acid (anhydrous)
(127657-42-5) minodronic acid
(1-Hydroxy-2-imidazo[1,2-A]pyridin-3-yl-1-ethyl)-1,1-bisphos phonate
PHOSPHONIC ACID, (1-HYDROXY-2-IMIDAZO(1,2-A)PYRIDIN-3-YLETHYLIDENE)BIS-
1-Hydroxy-2-(imidazo[1,2-a]pyridin-3-yl)ethane-1,1-bis(phosphonic acid)
(1-Hydroxy-2-(imidazo[1,2-a]pyridin-3-yl)ethane-1,1-diyl)diphosphonic acid
Phosphonic acid,P,P'-(1-hydroxy-2-iMidazo[1,2-a]pyridin-3-ylethylidene)bis-
1-Hydroxy-2-(imidazo[1,2-a]pyridin-3-yl)-1,1-ethanediyl]bis(phosphonic acid)
PHOSPHONIC ACID, (1-HYDROXY-2-IMIDAZO(1,2-A)PYRIDIN-3-YLETHYLIDENE)BIS- ISO 9001:2015 REACH
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C9H12N2O7P2
[MDL Number]

MFCD00890772
[MOL File]

180064-38-4.mol
[Molecular Weight]

322.15
Chemical PropertiesBack Directory
[density ]

1.97±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Aqueous Base (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

1.48±0.10(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C9H12N2O7P2/c12-9(19(13,14)15,20(16,17)18)5-7-6-10-8-3-1-2-4-11(7)8/h1-4,6,12H,5H2,(H2,13,14,15)(H2,16,17,18)
[InChIKey]

VMMKGHQPQIEGSQ-UHFFFAOYSA-N
[SMILES]

C(P(=O)(O)O)(P(=O)(O)O)(O)CC1N2C(=NC=1)C=CC=C2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
Hazard InformationBack Directory
[Description]

Minodronic acid hydrate, a third-generation bisphosphonate, was approved and launched in Japan for the oral treatment of osteoporosis. Osteoporosis is a skeletal disorder characterized by low bone mass and structural deterioration of bone tissue resulting in bone fragility and increased susceptibility to fractures, particularly of the hip, spine, and wrist. It is the most common type of metabolic bone disease and a major health concern affecting 200 million women worldwide. Minodronic acid is the newest nitrogen-containing bisphosphonate to reach the market. In vitro, it inhibits recombinant human FPP synthase activity with similar potency as zoledronic acid (IC50 = 3 nM for both agents).
The most common adverse events associated with minodronic acid included stomach and abdominal discomfort, abdominal pain, decrease in blood calcium level, and gastritis. The chemical synthesis of minodronic acid starts with a condensation reaction of 2-aminopyridine with ethyl 4-bromo-3-oxobutyrate by means of sodium bicarbonate to produce 2-(imidazo[1,2-a]pyridin-3-yl)acetic acid ethyl ester, which is hydrolyzed to the corresponding carboxylic acid with potassium hydroxide. Treatment of the carboxylic acid intermediate with phosphorus acid and phosphorus trichloride followed by hydrolysis with hydrochloric acid gives minodronic acid.
[Originator]

Astellas Pharma (Japan)
[Uses]

Minodronic acid is developed for osteoporosis treatment.
[Brand name]

Recalbon, Bonoteo
[IC 50]

P2X2 Receptor; P2X3 Receptor
Spectrum DetailBack Directory
[Spectrum Detail]

Minodronic acid(180064-38-4)1HNMR
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