6-amino-2-(2,4-dimethylphenyl)-1H-benz[de]isoquinoline-1,3(2H)-dione

Boiling point

Link to relevant study record(s)

Reference

Endpoint:

boiling point

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

22 March 2017

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPI Suite Version 4.11

2. MODEL (incl. version number)
MPBPVP (v1.43)

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
O=C(N(C(=O)c(c1c(c(N)cc2)cc3)c3)c(c(cc(c4)C)C)c4)c12

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
MPBPWIN estimates the normal boiling point using an adaptation of the Stein and Brown (1994) method which is an extension and refinement of the Joback method (Joback, 1982; Reid et al, 1987). The Stein and Brown (1994) method is a group contribution QSAR (quantitative structure activity relationship) method that calculates boiling point (Tb) of a compound by adding group increment values according to the relationship:
Tb = 198.2 + Σ( ni * gi )
Where gi is a group increment value and ni is the number of times the group occurs in the compound. The resulting Tb (°K) is then corrected by one of the following equations:
Tb (corr) = Tb - 94.84 + 0.5577 Tb - 0.0007705 (Tb)2 [Tb <= 700 K]
Tb (corr) = Tb + 282.7 - 0.5209 Tb [Tb > 700 K]
The Stein and Brown (1994) method was developed using a training dataset of boiling points for 4426 diverse organic compounds collected from the Aldrich Handbook (Aldrich, 1990).
MPBPWIN incorporates additional extensions to Stein and Brown Method such as (1) new group contributions missing from Brown and Stein (e.g. thiophosphorus [P=S], quaternary ammonium) and (2) correction factors for specific types of compounds (e.g. amino acids, various aromatic nitrogen rings, and phosphates).
An Appendix of the EPI Suite help guide contains a complete list the group descriptors and coefficient values used by MPBPWIN to estimate boiling point.

Estimation Accuracy
The Stein and Brown method was derived from a training set of 4426 diverse organic compounds with following reported statistical accuracy (Stein and Brown, 1994):
- Average absolute error = 15.5 °Kelvin
- Standard deviation = 24.6 °Kelvin
- Average error = 3.2 %
It was then validated on a dataset of 6584 compounds collected from HODOC (1990) (compounds not used in the training set) with the following statistical accuracy (Stein and Brown, 1994):
- Average absolute error = 20.4 °Kelvin
- Standard deviation = 38.1 °Kelvin
- Average error = 4.3 %
The training and validation sets were not available. However, a test set of 5890 compounds with available normal boiling points was collected from the PHYSPROP Database that is included with the EPI Suite. Various compounds having boiling points were excluded (most inorganic compounds, compounds using reduced pressures).
The complete test is available via Internet download at: http://esc.syrres.com/interkow/EpiSuiteData.htm
Substructure searchable data set of boiling point test is available at: http://esc.syrres.com/interkow/EpiSuiteData_ISIS_SDF.htm

5. APPLICABILITY DOMAIN
Currently there is no universally accepted definition of model domain. However, users may wish to consider the possibility that property estimates are less accurate for compounds outside the Molecular Weight range of the training set compounds, and/or that have more instances of a given fragment than the maximum for all training set compounds. It is also possible that a compound may have a functional group(s) or other structural features not represented in the training set, and for which no fragment coefficient was developed. These points should be taken into consideration when interpreting model results.
The complete training sets for MPBPWIN's estimation methodology are not available. Therefore, describing a precise estimation domain for this methodology is not possible.
The number of compounds used to derive each of the Stein and Brown descriptors is shown in an Appendix of the EPI Suite help guide, but the maximum number of each descriptor that occurs in each compound is not available.

6. ADEQUACY OF THE RESULT
An adapted Stein & Brown method value was estimated for this substance; the value is therefore considered to be acceptable for a screening assessment.

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to same study

Qualifier:

according to guideline

Guideline:

other: REACH Guidance on QSARs R.6

Version / remarks:

May/July 2008

Deviations:

no

GLP compliance:

no

Type of method:

other: calculation

Specific details on test material used for the study:

- Molecular weight: 316.36

Key result

Boiling pt.:

581.07 °C

Atm. press.:

ca. 1 atm

Boiling Point: 581.07 °C (Adapted Stein and Brown Method)

Conclusions:

The boiling point of the test material was calculated to be 581.07 °C.

Executive summary:

The boiling point of the test material was calculated using MPBPVP v1.43 (Sept 2010) 2000 U.S. Environmental Protection Agency. Given that the substance is an organic molecule within the Molecular Weight range of the training set compounds, the prediction is considered to be acceptable.

The boiling point of the test material was calculated to be 581.07 °C (Adapted Stein and Brown Method).

Description of key information

The boiling point of the test material was calculated to be 581.07 °C (Adapted Stein and Brown Method).

Key value for chemical safety assessment

Boiling point at 101 325 Pa:

581.07 °C

Additional information

The boiling point of the test material was calculated using MPBPVP v1.43 (Sept 2010) 2000 U.S. Environmental Protection Agency. Given that the substance is an organic molecule within the Molecular Weight range of the training set compounds, the prediction is considered to be acceptable. The study was awarded a reliability score of 2 in accordance with the criteria set forth by Klimisch et al. (1997).

The boiling point of the test material was calculated to be 581.07 °C (Adapted Stein and Brown Method).