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2809-21-4

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Identification

Name
1-Hydroxyethylidene-1,1-diphosphonic acid
CAS
2809-21-4
Synonyms
(1-HYDROXY-1-PHOSPHONO-ETHYL)-PHOSPHONIC ACID
1-HYDROXYETHANE-1,1-BIS(PHOSPHONIC ACID)
1-HYDROXYETHANE-1,1-DIPHOSPHONIC ACID
1-HYDROXYETHYLIDENE-1
1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID
1-HYDROXYETHYLIDENEDIPHOSPHONIC ACID
DEQUEST 2010
ETHANE-1-HYDROXY-1,1-DIPHOSPHONIC ACID
ETIDRONIC ACID
HEDP
HEDPA
(1-hydroxyethylene)diphosphonicacid
(1-hydroxyethylidene)bis-phosphonicaci
(1-hydroxyethylidene)di-phosphonicaci
(hydroxyethylidene)diphosphonicacid
1,1,1-ethanetrioldiphosphonate
1000sl
1-hydroxy-1,1-diphosphonoethane
1-Hydroxyethanediphosphonica
1-hydroxyethanediphosphonicacid
EINECS(EC#)
220-552-8
Molecular Formula
C2H8O7P2
MDL Number
MFCD00070585
Molecular Weight
206.03
MOL File
2809-21-4.mol

Chemical Properties

Appearance
light beige powder
Melting point 
198~199℃
mp 
198~199℃
Boiling point 
578.8±60.0 °C(Predicted)
density 
1.45 (60% aq.)
storage temp. 
Sealed in dry,Room Temperature
pka
1.35, 2.87, 7.03, 11.3(at 25℃)
form 
Powder
color 
white
Stability:
Stable. Incompatible with strong oxidizing agents.
PH
pH (1.7→100, 25℃) : 1.3~1.8
Water Solubility 
Soluble in water.
Merck 
14,3863
BRN 
1789291
InChIKey
DBVJJBKOTRCVKF-UHFFFAOYSA-N
CAS DataBase Reference
2809-21-4(CAS DataBase Reference)
EPA Substance Registry System
2809-21-4(EPA Substance)

Safety Data

Hazard Codes 
Xi
Risk Statements 
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
Safety Statements 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
RIDADR 
UN 3265
WGK Germany 
2

RTECS 
SZ8562100


10
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29319099
Hazardous Substances Data
2809-21-4(Hazardous Substances Data)
Toxicity
LD50 oral in mouse: 1800mg/kg

Raw materials And Preparation Products

Hazard Information

Chemical Properties
light beige powder
Originator
Etidron,Gentili,Italy,1977
Uses
Etidronate (Didronel) is a human protein tyrosine phosphatase inhibitor with IC50 of 0.2 μM.
Definition
ChEBI: A 1,1-bis(phosphonic acid) that is (ethane-1,1-diyl)bis(phosphonic acid) having a hydroxy substituent at the 1-position. It inhibits the formation, growth, and dissolution of hydroxyapatite crystals by chemisorption to calcium phosphate surfaces.
Manufacturing Process
Phosphorous acid was premixed with acetic acid to form a 50 wt % solution of phosphorous acid dissolved in acetic acid. The acids were mixed on a molar basis of 1.36:1, acetic acid to phosphorous acid, and this corresponded on a mol percentage basis to 57.6% acetic acid and 42.4% phosphorous acid. Acetic anhydride was continuously metered into a stream of the phosphorous acid-acetic acid mixture to form the reaction solution. The acetic anhydride was metered into the acid mixture at a mol ratio of 1.33 mols of acetic anhydride per mol of phosphorous acid. The metering rates were 18.5 lb/hr of the phosphorous acid/acetic acid premixed solution and 15.1 lb/hr acetic anhydride. The reaction solution was continuously passed through a heat exchanger where it was heated to 190°F then it was continuously fed into a two stage back-mix reaction zone where due to the heat of reaction the temperature rose to 275°F. The average residence in the reaction zone was 27 min. The reaction zone consisted of two back-mix reactors each having a capacity of 7.5 pounds of the reaction solution. A stream of reaction solution was continuously with drawn from the second reactor and continuously mixed with a stream of water which was being metered at a rate of 2 lb/hr. This amount of water corresponded to 18% excess over the theoretical amount necessary to hydrolyze all of the acetyl-containing compounds in the reaction solution to free acids. The hydrolyzed solution was continuously passed through a heat exchanger and cooled to room temperature after which the solution was continuously passed to a crystallizer where, with agitation, the ethane-1-hydroxy-1,1-diphosphonic acid crystallized. The slurry was then filtered and the crystals were recovered and dried. Analysis of the product showed a conversion rate of phosphorous acid to ethane-1-hydroxy-1,1- diphosphonic acid of 86%. Sodium hydroxide may be used to give the disodium salt.
Brand name
Didronel (Millot Laboratories, France); Didronel (Procter & Gamble).
Therapeutic Function
Bone calcium regulator

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