4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Data is from peer reviewed journal

Justification for type of information:

Data is from peer reviwed journal

Qualifier:

according to guideline

Guideline:

other: refer principle below

Principles of method if other than guideline:

Biodegradability of test chemical 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid was determined by analyzing percent recovery of test chemical from primary effluent.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid / Acid Yellow 49
- IUPAC name: 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid
- Molecular formula: C16H13Cl2N5O3S
- Molecular weight: 426.283 g/mole
- Smiles :n1(c2ccccc2)c(c(\N=N\c2c(cc(S(O)(=O)=O)c(c2)Cl)Cl)c(n1)C)N
- Inchl: 1S/C16H13Cl2N5O3S/c1-9-15(16(19)23(22-9)10-5-3-2-4-6-10)21-20-13-7-12(18)14(8-11(13)17)27(24,25)26/h2-8H,19H2,1H3,(H,24,25,26)/b21-20+
- Substance type: Organic
- Physical state: Solid powder (yellow)

Oxygen conditions:

not specified

Inoculum or test system:

activated sludge (adaptation not specified)

Details on inoculum:

Screened raw waste water from greater Cincinnati Mill Creek sewage treatment plant was used as influent (INF).

Initial conc.:

1 mg/L

Based on:

test mat.

Initial conc.:

5 mg/L

Based on:

test mat.

Parameter followed for biodegradation estimation:

test mat. analysis

Remarks:

By HPLC

Details on study design:

Test System:
Screened raw waste water from greater Cincinnati Mill Creek sewage treatment plant was used as influent (INF) to three pilot scale activated sludge biological treatment systems (Two experimental and one control). Each system consists of primary clarifier complete mix aeration basin and secondary clarifier.
Dye analytical studies were conducted by purified dye compound in organic free influent waste water and mixed liquor. Then influent, primary influent filtrate was passed through column packed with resin. The filter paper and resin were soaked in an ammonia – acetonitrile solution and then soxhlet extracted with ammonia – acetonitrile. The extract was concentrated and brought upto 50 ml volumn with methanol/dimethyl formamaide solution. All extracted samples were analyzed by HPLC with ultraviolet detector.



Sampling: All samples spiked with test compound held at 4 oC for 24 hrs before recovery was accessed.

Parameter:

% degradation (test mat. analysis)

Remarks:

By HPLC

Value:

25

Remarks on result:

other: % recovery was 75

Parameter:

% degradation (test mat. analysis)

Remarks:

By HPLC

Value:

32

Remarks on result:

other: % recovery was 68

Details on results:

Percent biodegradation of test chemical 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid was observed to be 25 and 32 % by test material analysis by HPLC parameter.

Table 1. Percent recovery of test dyes from sample matrices.

Dye compound name	Sample matrix
4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid (Acid yellow 49)	Organic free water		Waste water		Mixed liquor
	1 mg/L	5 mg/L	1 mg/L	5 mg/L	1 mg/L	5 mg/L
	90	93	99	100	99	99

 

Table 2 Dye concentration data summary

Dye compound name	Low spike					High spike
4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid (Acid yellow 49)	INF	PE	ASE	SOL	RES	INF	PE	ASE	SOl	RES
	1.14	1.14	0.84	0.86	0.14	5.17	5.42	3.59	3.79	0.44

 

INF- Influent

PE- Primary effluent

ASE- Activated sludge effluent

SOL- soluble Fraction

RES- Residue Fraction

 

Table 3. Mass Balance Data Summary

Dye Compound Name	Low Spike		High Spike
4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid (Acid yellow 49)	% Recovered	% Adsorbed	% Recovered	%Adsorbed
	75	1	68	1

Validity criteria fulfilled:

not specified

Interpretation of results:

inherently biodegradable

Conclusions:

Percent biodegradation of test chemical 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid was observed to be 25 % and 32 % by test material analysis by HPLC parameter. On the basis of percent degradation it is concluded that this test material is inherently biodegradable.

Executive summary:

Biodegradability of test chemical 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid (Acid yellow 49) was determined by analyzing percent recovery of test material. This test material is dye and inoculums used for biodegradation was obtained from Screened raw waste water from greater Cincinnati Mill Creek sewage treatment plant was used as influent (INF) to three pilot scale activated sludge biological treatment systems (Two experimental and one control). Each system consists of primary clarifier, complete mix aeration basin and secondary clarifier. Influent was spiked with test material at concentration of1 mg/L and 5 mg/L. Then Dye analytical studies were conducted by purified dye compound in organic free influent waste water and mixed liquor. Then influent, primary influent filtrate was passed through column packed with resin. The filter paper and resin were soaked in an ammonia – acetonitrile solution and then soxhlet extracted with ammonia – acetonitrile. The extract was concentrated and brought upto 50 ml volume with methanol/dimethyl formamaide solution. All extracted samples were analyzed by HPLC with ultraviolet detector.

 Percent recovery from mass balance data determined was 75 % in low spiked and 68 % in high spiked. On the basis of percent recovery value biodegradation of 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid was 25% and 32 %by test material analysis by HPLC parameter. On the basis of percent degradation it is concluded that this test material is inherently biodegradable.

Description of key information

Percent biodegradation of test chemical 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid was observed to be  25 %  and 32 % by  test material analysis by HPLC parameter. On the basis of percent degradation it is concluded that this test material is inherently biodegradable.

Key value for chemical safety assessment

Biodegradation in water:

inherently biodegradable

Additional information

Biodegradability of test chemical 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid (Acid yellow 49) was determined by analyzing percent recovery of test material. This test material is dye and inoculums used for biodegradation was obtained from Screened raw waste water from greater Cincinnati Mill Creek sewage treatment plant was used as influent (INF) to three pilot scale activated sludge biological treatment systems (Two experimental and one control). Each system consists of primary clarifier, complete mix aeration basin and secondary clarifier. Influent was spiked with test material at concentration of1 mg/L and 5 mg/L. Then Dye analytical studies were conducted by purified dye compound in organic free influent waste water and mixed liquor. Then influent, primary influent filtrate was passed through column packed with resin. The filter paper and resin were soaked in an ammonia – acetonitrile solution and then soxhlet extracted with ammonia – acetonitrile. The extract was concentrated and brought upto 50 ml volume with methanol/dimethyl formamaide solution. All extracted samples were analyzed by HPLC with ultraviolet detector.

Percent recovery from mass balance data determined was 75 % in low spiked and 68 % in high spiked. On the basis of percent recovery value biodegradation of 4-[(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)azo]-2,5-dichlorobenzenesulphonic acid was 25% and 32 %by test material analysis by HPLC parameter. On the basis of percent degradation it is concluded that this test material is inherently biodegradable.