5-[4-Carboxy-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-2-nitro-benzoic acid, L-

Melting point / freezing point

Administrative data

Endpoint:

melting point/freezing point

Type of information:

experimental study

Adequacy of study:

key study

Study period:

24 August 2015-17 November 2015

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: GLP-compliant study in accordance with EC A.1 and OECD 102.

Data source

Reference

Reference 1

Reference Type:

other: study amendment

Title:

Unnamed

Year:

2021

Report date:

2021

Reference 2

Reference Type:

study report

Title:

Unnamed

Year:

2015

Report date:

2015

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

EU Method A.1 (Melting / Freezing Temperature)

Version / remarks:

(2008)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

OECD Guideline 102 (Melting point / Melting Range)

Version / remarks:

(1995)

Deviations:

no

Test guideline 3

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7200 (Melting Point / Melting Range)

Version / remarks:

(1998)

Deviations:

no

GLP compliance:

yes

Type of method:

thermal analysis

Remarks:

(differential scanning calorimetry)

Test material

Test material information

Constituent 1

Reference substance name:

5-[(S)-4-Carboxy-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-2-nitro-benzoic acid

EC Number:

926-197-1

Cas Number:

2561176-48-3

Molecular formula:

C20 H15 N3 O9

IUPAC Name:

5-[(S)-4-Carboxy-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-2-nitro-benzoic acid

Test material form:

solid: particulate/powder

Remarks:

migrated information: powder

Details on test material:

- Name (as cited in study report): P-Glupa-C
- Appearance: yellow powder
- Storage conditions: room temperature

Results and discussion

Melting / freezing point

Decomposition:

yes

Decomp. temp.:

150 °C

Remarks on result:

other: No melting point. Decomposition temp. : 423 K.

Any other information on results incl. tables

TGA EXPERIMENT

From 275°C upwards the weight of the sample decreased significantly. At 328°C, the sample weight had decreased by 25%. After the experiment, a black molten residue remained in the sample container. The change of the colour indicated reaction and/or decomposition of the test substance.

 

DSC EXPERIMENT 1

A small endothermic peak between 125°C and 150°C was observed. The reason for this effect is unknown. An endothermic effect with 3 peaks followed by an exothermic peak was observed from 150°C. The extrapolated onset temperature of the third peak was 219.00°C. The effect was most likely obtained due to melting and reaction and/or decomposition of the test substance. After the experiment, a black molten residue remained in the sample container.

 

DSC EXPERIMENT 2

To investigate melting of the test substance, this experiment was stopped at 245°C and the residue was visually inspected. The extrapolated onset temperature of the third peak was 219.76°C. After the experiment, an orange/red molten residue remained in the sample container. It demonstrated that melting and reaction and/or decomposition of the test substance was the reason for the endothermic effect.

 

DSC EXPERIMENT 3

To investigate reaction and/or decomposition of the test substance, this experiment was stopped at 220°C and the residue was visually inspected. After the experiment, a beige residue remained in the sample container. It demonstrated that reaction and/or decomposition of the test substance occurred before melting of the test substance. Accordingly the test substance has no melting temperature.

Applicant's summary and conclusion

Conclusions:

In a GLP-compliant study in accordance with EC A.1, OECD 102 and EPA OPPTS 830.7200 using differential scanning calorimetry, decomposition started at 150°C before melting was reached. It was therefore concluded that the substance has no melting temperature.