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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:39:54 UTC

Update Date

2023-02-21 17:28:56 UTC

HMDB ID

HMDB0041799

Secondary Accession Numbers

HMDB41799

Metabolite Identification

Common Name

2,4-Toluenediamine

Description

2,4-Toluenediamine, also known as developer MT or 24-diaminotoluene, belongs to the class of organic compounds known as diaminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group exactly 2 amino groups. 2,4-Toluenediamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 2,4-Toluenediamine is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review very few articles have been published on 2,4-Toluenediamine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
24-Diaminotoluene	HMDB
1,3-Diamino-4-methylbenzene	HMDB
2,4-Diamino-1-methylbenzene	HMDB
2,4-Diamino-1-toluene	HMDB
2,4-Diaminotoluen	HMDB
2,4-Diaminotoluene	HMDB
2,4-Diaminotoluol	HMDB
2,4-Tolamine	HMDB
2,4-Tolylenediamine	HMDB
3-Amino-p-toluidine	HMDB
4-m-Tolylenediamine	HMDB
4-Methyl-1,3-benzenediamine	HMDB
4-Methyl-1,3-phenylenediamine	HMDB
4-Methyl-m-phenylenediamine	HMDB
5-Amino-O-toluidine	HMDB
Benzofur MT	HMDB
Brown for fur T	HMDB
C.I. oxidation base 200	HMDB
C.I. oxidation base 35	HMDB
Developer 14	HMDB
Developer b	HMDB
Developer DB	HMDB
Developer DBJ	HMDB
Developer MC	HMDB
Developer MT	HMDB
Developer MT-CF	HMDB
Developer MTD	HMDB
Developer T	HMDB
Eucanine GB	HMDB
Fouramine J	HMDB
Fourrine 94	HMDB
Fourrine m	HMDB
m-Toluenediamine	HMDB
m-Toluylendiamin	HMDB
m-Toluylenediamine	HMDB
m-Tolylenediamine	HMDB
Nako TMT	HMDB
Pelagol grey J	HMDB
Pelagol J	HMDB
Pontamine developer TN	HMDB
Rcra waste number u221	HMDB
Renal MD	HMDB
TDA	HMDB
Tertral g	HMDB
Toluene-2,4-diamine	HMDB
Tolylene-2,4-diamine	HMDB
Zoba gke	HMDB
Zogen developer H	HMDB
2,4-Diaminotoluene, 3H-labeled	HMDB
2,4-DAT	HMDB
2,4-Diaminotoluene, dihydrochloride	HMDB
2,4-Toluene diamine	HMDB
2,4-Diaminotoluene, monohydrochloride	HMDB

Chemical Formula

C₇H₁₀N₂

Average Molecular Weight

122.1677

Monoisotopic Molecular Weight

122.08439833

IUPAC Name

4-methylbenzene-1,3-diamine

Traditional Name

developer T

CAS Registry Number

95-80-7

SMILES

CC1=C(N)C=C(N)C=C1

InChI Identifier

InChI=1S/C7H10N2/c1-5-2-3-6(8)4-7(5)9/h2-4H,8-9H2,1H3

InChI Key

VOZKAJLKRJDJLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diaminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group exactly 2 amino groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Diaminotoluenes

Alternative Parents

Substituents

Diaminotoluene
Aniline or substituted anilines
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aminotoluene (CHEBI:34237 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0041799)
Extracellular (HMDB: HMDB0041799)

Source

Exogenous

Exogenous (HMDB: HMDB0041799)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	74820 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.14	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	39.7 g/L	ALOGPS
logP	0.37	ALOGPS
logP	0.83	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Basic)	5.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	40.5 m³·mol⁻¹	ChemAxon
Polarizability	13.75 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	125.075	31661259
DarkChem	[M-H]-	121.951	31661259
DeepCCS	[M+H]+	131.041	30932474
DeepCCS	[M-H]-	127.345	30932474
DeepCCS	[M-2H]-	164.686	30932474
DeepCCS	[M+Na]+	140.225	30932474
AllCCS	[M+H]+	125.7	32859911
AllCCS	[M+H-H2O]+	120.9	32859911
AllCCS	[M+NH4]+	130.2	32859911
AllCCS	[M+Na]+	131.5	32859911
AllCCS	[M-H]-	124.7	32859911
AllCCS	[M+Na-2H]-	126.9	32859911
AllCCS	[M+HCOO]-	129.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Toluenediamine	CC1=C(N)C=C(N)C=C1	2178.5	Standard polar	33892256
2,4-Toluenediamine	CC1=C(N)C=C(N)C=C1	1313.9	Standard non polar	33892256
2,4-Toluenediamine	CC1=C(N)C=C(N)C=C1	1383.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Toluenediamine,1TMS,isomer #1	CC1=CC=C(N)C=C1N[Si](C)(C)C	1560.6	Semi standard non polar	33892256
2,4-Toluenediamine,1TMS,isomer #1	CC1=CC=C(N)C=C1N[Si](C)(C)C	1527.0	Standard non polar	33892256
2,4-Toluenediamine,1TMS,isomer #2	CC1=CC=C(N[Si](C)(C)C)C=C1N	1553.3	Semi standard non polar	33892256
2,4-Toluenediamine,1TMS,isomer #2	CC1=CC=C(N[Si](C)(C)C)C=C1N	1542.7	Standard non polar	33892256
2,4-Toluenediamine,2TMS,isomer #1	CC1=CC=C(N[Si](C)(C)C)C=C1N[Si](C)(C)C	1678.2	Semi standard non polar	33892256
2,4-Toluenediamine,2TMS,isomer #1	CC1=CC=C(N[Si](C)(C)C)C=C1N[Si](C)(C)C	1661.0	Standard non polar	33892256
2,4-Toluenediamine,2TMS,isomer #2	CC1=CC=C(N)C=C1N([Si](C)(C)C)[Si](C)(C)C	1633.4	Semi standard non polar	33892256
2,4-Toluenediamine,2TMS,isomer #2	CC1=CC=C(N)C=C1N([Si](C)(C)C)[Si](C)(C)C	1701.1	Standard non polar	33892256
2,4-Toluenediamine,2TMS,isomer #3	CC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1N	1596.1	Semi standard non polar	33892256
2,4-Toluenediamine,2TMS,isomer #3	CC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1N	1679.3	Standard non polar	33892256
2,4-Toluenediamine,3TMS,isomer #1	CC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1N[Si](C)(C)C	1709.3	Semi standard non polar	33892256
2,4-Toluenediamine,3TMS,isomer #1	CC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1N[Si](C)(C)C	1737.2	Standard non polar	33892256
2,4-Toluenediamine,3TMS,isomer #2	CC1=CC=C(N[Si](C)(C)C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1701.6	Semi standard non polar	33892256
2,4-Toluenediamine,3TMS,isomer #2	CC1=CC=C(N[Si](C)(C)C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1775.0	Standard non polar	33892256
2,4-Toluenediamine,4TMS,isomer #1	CC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1727.0	Semi standard non polar	33892256
2,4-Toluenediamine,4TMS,isomer #1	CC1=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C1N([Si](C)(C)C)[Si](C)(C)C	1875.8	Standard non polar	33892256
2,4-Toluenediamine,1TBDMS,isomer #1	CC1=CC=C(N)C=C1N[Si](C)(C)C(C)(C)C	1789.7	Semi standard non polar	33892256
2,4-Toluenediamine,1TBDMS,isomer #1	CC1=CC=C(N)C=C1N[Si](C)(C)C(C)(C)C	1728.9	Standard non polar	33892256
2,4-Toluenediamine,1TBDMS,isomer #2	CC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1N	1787.6	Semi standard non polar	33892256
2,4-Toluenediamine,1TBDMS,isomer #2	CC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1N	1741.7	Standard non polar	33892256
2,4-Toluenediamine,2TBDMS,isomer #1	CC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1N[Si](C)(C)C(C)(C)C	2138.8	Semi standard non polar	33892256
2,4-Toluenediamine,2TBDMS,isomer #1	CC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1N[Si](C)(C)C(C)(C)C	2056.6	Standard non polar	33892256
2,4-Toluenediamine,2TBDMS,isomer #2	CC1=CC=C(N)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2029.1	Semi standard non polar	33892256
2,4-Toluenediamine,2TBDMS,isomer #2	CC1=CC=C(N)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2102.4	Standard non polar	33892256
2,4-Toluenediamine,2TBDMS,isomer #3	CC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1N	2000.8	Semi standard non polar	33892256
2,4-Toluenediamine,2TBDMS,isomer #3	CC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1N	2088.8	Standard non polar	33892256
2,4-Toluenediamine,3TBDMS,isomer #1	CC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1N[Si](C)(C)C(C)(C)C	2319.6	Semi standard non polar	33892256
2,4-Toluenediamine,3TBDMS,isomer #1	CC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1N[Si](C)(C)C(C)(C)C	2363.7	Standard non polar	33892256
2,4-Toluenediamine,3TBDMS,isomer #2	CC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2354.2	Semi standard non polar	33892256
2,4-Toluenediamine,3TBDMS,isomer #2	CC1=CC=C(N[Si](C)(C)C(C)(C)C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2362.1	Standard non polar	33892256
2,4-Toluenediamine,4TBDMS,isomer #1	CC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2526.4	Semi standard non polar	33892256
2,4-Toluenediamine,4TBDMS,isomer #1	CC1=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2597.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Toluenediamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-4900000000-fc1c7f0ad415902d0053	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Toluenediamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Toluenediamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-4900000000-88ecfe25657a71707d20	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 10V, Positive-QTOF	splash10-0ab9-0900000000-473b6ec671f96971db6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 20V, Positive-QTOF	splash10-0ab9-0900000000-ce61ed7ce898f1c7d5b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 40V, Positive-QTOF	splash10-004i-9200000000-5bf8a364a56df600c635	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 10V, Negative-QTOF	splash10-00di-0900000000-3d1d51a3f7122a14d9ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 20V, Negative-QTOF	splash10-00di-0900000000-fe385d2f8342e28ff965	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 40V, Negative-QTOF	splash10-0uk9-5900000000-6a19a94be2d9de888fa7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 10V, Positive-QTOF	splash10-00di-0900000000-c763d188677234b9e491	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 20V, Positive-QTOF	splash10-00di-8900000000-e3e45813f5841ea152b3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 40V, Positive-QTOF	splash10-0ue9-9000000000-d02688f3da2560615626	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 10V, Negative-QTOF	splash10-00di-0900000000-f917b7eaee02fed474b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 20V, Negative-QTOF	splash10-00di-0900000000-49149f5a50293d8e1b3d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Toluenediamine 40V, Negative-QTOF	splash10-014i-5900000000-fe79786943a1b612b5b7	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6991

KEGG Compound ID

C14401

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7261

PDB ID

Not Available

ChEBI ID

34237

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1163431

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2,4-Toluenediamine (HMDB0041799)

MOL for HMDB0041799 (2,4-Toluenediamine)

3D MOL for HMDB0041799 (2,4-Toluenediamine)

3D SDF for HMDB0041799 (2,4-Toluenediamine)

3D-SDF for HMDB0041799 (2,4-Toluenediamine)

PDB for HMDB0041799 (2,4-Toluenediamine)

3D PDB for HMDB0041799 (2,4-Toluenediamine)

SMILES for HMDB0041799 (2,4-Toluenediamine)

INCHI for HMDB0041799 (2,4-Toluenediamine)

Structure for HMDB0041799 (2,4-Toluenediamine)

3D Structure for HMDB0041799 (2,4-Toluenediamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra