Potassium 3-sulphopropyl methacrylate

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

supporting study

Reliability:

4 (not assignable)

Rationale for reliability incl. deficiencies:

other: Does not meet important criteria of today standard methods; method not validated

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1991

Report date:

1991

Materials and methods

Principles of method if other than guideline:

Determination of Hydrolysis rate of SPM dissolved in 3 different media at pH 1.15 , 7,5 and 9.
SPM and the hydrolysis product Methacrylic acid have been determined by HPLC.

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

Potassium 3-sulphopropyl methacrylate

EC Number:

250-466-6

EC Name:

Potassium 3-sulphopropyl methacrylate

Cas Number:

31098-21-2

Molecular formula:

C7H12O5S.K

IUPAC Name:

potassium 3-(methacryloyloxy)propane-1-sulfonate

Test material form:

solid: particulate/powder

Details on test material:

- Name of test material (as cited in study report) : SPM
- Physical state : not stated
- Analytical purity : not stated
- Lot/batch No. : not stated

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Details on sampling:

- Sampling intervals for the parent/transformation products : Samples were analysed after 0, 1, 2 and 4 hrs

Buffers:

Medium 1 : Simulated saliva : Dissolve 4.2 g of sodium bicarbonate (NaHCO3), 0.5 g of sodium chloride (NaCl), and 0.2 g of potassium carbonate (K2CO3) in 1 litre of distilled water or water of equivalent quality. The solution should be approximately pH 9.

Medium 2 : Simulated gastric fluid ; HCl 0.07 M (pH 1.15)

Medium 3 : Simulated intestinal fluid : Dissolve 6.8 g of KH2PO4 in 250 ml of water and add 190 ml of 0.2 M NaOH and 400 ml of water. Add 10.0 g of pancreatin, mix, and adjust the resulting solution with 0.2 M NaOH to a pH of 7.5-+ 0.1 . Dilute with water to 1000 ml.

Details on test conditions:

SPM has been dissolved in media 1, 2 and 3 in a concentration of abt. 0.1 w/v-% . The hydrolysis has been measured after 0, 1, 2 and 4 hours at 37 °C.
SPM and the hydrolysis product Methacrylic acid have been determined by HPLC.

Duration of test

Duration of test 1

Duration:

4 h

pH:

1.15

Temp.:

37 °C

Initial conc. measured:

ca. 0.1 other: w/v-%

Duration of test 2

Duration:

4 h

pH:

7.5

Temp.:

37 °C

Initial conc. measured:

ca. 0.1 other: w/v-%

Duration of test 3

Duration:

4 h

pH:

9

Temp.:

37 °C

Initial conc. measured:

ca. 0.1 other: w/v-%

Number of replicates:

1

Positive controls:

no

Negative controls:

no

Results and discussion

Transformation products:

yes

Identity of transformation products

Identity of transformation products 1

No.:

#1

Reference

Reference substance name:

Unnamed

IUPAC name:

methacrylic acid

Inventory number:

InventoryMultipleMappingImpl [inventoryEntryValue=EC 201-204-4]

CAS number:

79-41-4

Identity:

2-Propenoic acid, 2-methyl-

Molecular formula:

C4H6O2

Molecular weight:

86.089

SMILES notation:

CC(=C)C(=O)O

InChl:

InChI=1/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)

Identity of transformation products 2

No.:

#2

Reference

Reference substance name:

Unnamed

IUPAC name:

potassium 3-hydroxypropane-1-sulfonate

Inventory number:

InventoryMultipleMappingImpl [inventoryEntryValue=EC 265-675-8]

CAS number:

65287-17-4

Molecular formula:

C3H8O4S.K

Molecular weight:

178.249

SMILES notation:

[K+].OCCCS(=O)(=O)[O-]

InChl:

InChI=1/C3H8O4S.K/c4-2-1-3-8(5,6)7;/h4H,1-3H2,(H,5,6,7);/q;+1/p-1

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Remarks:

For all test media the recovery of SPM ranged between 99.0 and 101.0 %.

Executive summary:

The potential of the test substance to hydrolyse under environmental conditions was investigated in a hydrolysis test in 3 different physiological media at pH 1.15, 7.5 and 9. SPM has been dissolved in media 1 (Simulated saliva, pH 9), 2 (Simulated gastric fluid, pH 1.15) and 3 (Simulated intestinal fluid, pH 7.5) in a concentration of approx. 0.1 w/v-%. The hydrolysis has been measured after 0, 1, 2 and 4 hours at 37°C. SPM and the hydrolysis product Methacrylic acid have been determined by HPLC. 0 - 16 ppm of SPM led to approx. 0 - 6 ppm (theoretical)/0 - 5 ppm (actual) Methacrylic acid and to approx. 0 - 12 ppm (theoretical) Potassium-3-hydroxypropane-1-sulfonate.