U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H9N
Molecular Weight 107.1531
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of O-TOLUIDINE

SMILES

CC1=CC=CC=C1N

InChI

InChIKey=RNVCVTLRINQCPJ-UHFFFAOYSA-N
InChI=1S/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H3

HIDE SMILES / InChI
Molecular Formula C7H9N
Molecular Weight 107.1531
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Secretory glands of tetrodotoxin in the skin of the Japanese newt Cynops pyrrhogaster.
2002-02
Improved bone-screw interface with hydroxyapatite coating: an in vivo study of loaded pedicle screws in sheep.
2001-12-15
Touch imprint cytology in biopsy of the infertile testis.
2001-12-01
The prognostic relevance of angiogenesis and mast cells in squamous cell carcinoma of the oesophagus.
2001-12
The ability of hyperoxia to limit the effects of experimental detachment in cone-dominated retina.
2001-12
Immunocytochemical characterization of cysts in the peripheral retina and pars plana of the adult primate.
2001-12
Reduction in dermal fibrosis in the tight-skin (Tsk) mouse after local application of halofuginone.
2001-11-01
Ultrastructural and cytochemical investigations on the formation of chorion in oocyte of Ascidia malaca.
2001-11-01
The effect of Glurenorm (gliquidone) on lenses and skin in experimental diabetes.
2001-11-01
Regenerated rat skeletal muscle after periodic contusions.
2001-11
Local lung responses following local lung challenge with recombinant lungworm antigen in systemically sensitized sheep.
2001-10
Structural evaluation of articular cartilage: potential contribution of magnetic resonance techniques used in clinical practice.
2001-10
Substance P and mast cells: preliminary histologic analysis of the human temporomandibular joint.
2001-10
Biochemical composition of equine carpal articular cartilage is influenced by short-term exercise in a site-specific manner.
2001-10
Triflusal posttreatment inhibits glial nuclear factor-kappaB, downregulates the glial response, and is neuroprotective in an excitotoxic injury model in postnatal brain.
2001-10
Pale vacuolated epithelial cells in epididymis of aflatoxin-treated mice.
2001-10
Postnatal development of the testis in Japanese children based on observations of undescended testes.
2001-09
Histopathology and ultrastructural examination of optic nerve sheath biopsies after optic nerve sheath decompression with and without mitomycin.
2001-09
Quantitative analysis of the optic nerve of the horse (Thoroughbred).
2001-09
Fluids and microbial penetration in the internal part of cement-retained versus screw-retained implant-abutment connections.
2001-09
The mechanism of epidermal hyperpigmentation in dermatofibroma is associated with stem cell factor and hepatocyte growth factor expression.
2001-09
The difference in E-cadherin expression between nonvascularized and vascularized nerve grafts: study in the rat sciatic nerve model.
2001-09
Metachromasia of the endocervical epithelium in women treated with gonadotropin releasing hormone agonist.
2001-09
A morphometric study of age changes in the rat optic nerve.
2001-08-31
Diagnosis and management of oral soft-tissue lesions: the use of biopsy, toluidine blue staining, and brush biopsy.
2001-08
Haemoglobin adducts from aromatic amines in children in relation to area of residence and exposure to environmental tobacco smoke.
2001-08
Cimetidine in painful bladder syndrome: a histopathological study.
2001-08
Degradability of selected azo dye metabolites in activated sludge systems.
2001-08
Influence of solution composition and column aging on the reduction of nitroaromatic compounds by zero-valent iron.
2001-08
Application of laser capture microdissection and proteomics in colon cancer.
2001-08
[Basophilic differentiation of leukemic cells in a patient with acute leukemia carrying minor bcr/abl chimeric mRNA].
2001-07
Chondrocytic differentiation of mesenchymal stem cells sequentially exposed to transforming growth factor-beta1 in monolayer and insulin-like growth factor-I in a three-dimensional matrix.
2001-07
Insulin-like growth factor-I gene expression patterns during spontaneous repair of acute articular cartilage injury.
2001-07
Tissue distribution and measurement of cartilage oligomeric matrix protein in patients with magnetic resonance imaging-detected bone bruises after acute anterior cruciate ligament tears.
2001-07
Morphometric analysis of early regeneration of motor axons through motor and cutaneous nerve grafts.
2001-07
Structures of mutagens produced by the co-mutagen norharman with o- and m-toluidine isomers.
2001-06-27
[Biological-clinical significance of angiogenesis and mast cell infiltration in squamous cell carcinoma of the oral cavity].
2001-06
Craniofacial tissues including tooth buds in fetal hypohidrotic ectodermal dysplasia.
2001-05
Wet and dry deep cavity preparations compared by a novel odontoblast culture technique.
2001-02
Syncytial units isolated from early human placentas.
2001
Degranulation of mast cells in the rat thalamus.
2001
[Effect of fibrin on osseointegration of bioactive glass-ceramic materials--experimental study].
2001
Staining intensity of individual osteons correlated with elastic properties and degrees of mineralization.
2001
Effect of proline on the production of singlet oxygen.
2001
Histomorphometric study of peri-implant bone healing in the case of nerve injury: an experimental model in rats.
2001
Ribonuclease assays utilizing toluidine blue indicator plates, methylene blue, or fluorescence correlation spectroscopy.
2001
Comparison of the methylene blue and toluidine blue photobactericidal efficacy against gram-positive and gram-negative microorganisms.
2001
Isolation and characterization of Achromobacter xylosoxidans T7 capable of degrading toluidine isomers.
2001
Clinical varieties of mastocytoses.
2001
Morphological alteration of peritoneal mast cells and macrophages in the mouse peritoneal cavity during the early phases of an allergic inflammatory reaction.
2001
Patents

Patents

03962336
2
04005143
2
04297297
4
04443630
2
04582909
2
04806549
6
05385946
6
05919789
2
06667300
4
06808766
2
07060722
5
07297806
2
07576215
8
07683176
3
07777050
4
07915448
3
08022205
19
08101767
2
08119795
2
08163720
8
08492389
4
08816070
2
JP2000204079A
2
JP2004319448A
10
JP2004514033A
2
JP2011529565A
5
JP4658962B2
2
JPH02258752A
2
JPH02258753A
2
JPH03291227A
5
JPH04203966A
2
JPH07157714A
2
JPH08225512A
2
JPH10287638A
2
JPH11209453A
2
JPH11222467A
2
JPS5214730A
2
JPS53127423A
2
JPS54151924A
2
JPS58176245A
3
JPS58225043A
2
JPS59172467A
2
JPS63222683A
2
JPS63250353A
2
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:59:46 GMT 2025
Edited
by admin
on Mon Mar 31 17:59:46 GMT 2025
Record UNII
B635MZ0ZLU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-AMINOTOLUENE
HSDB  
Preferred Name English
O-TOLUIDINE
MI  
Common Name English
2-METHYLBENZENAMINE
Systematic Name English
O-METHYLBENZENAMINE
Common Name English
ORTHO-TOLUIDINE [IARC]
Common Name English
2-AMINOTOLUENE [HSDB]
Common Name English
O-METHYLANILINE
Common Name English
PRILOCAINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
O-TOLYLAMINE
Common Name English
O-AMINOTOLUENE
Common Name English
2-METHYLPHENYLAMINE
Systematic Name English
PRILOCAINE RELATED COMPOUND A FREE BASE
Common Name English
2-AMINO-1-METHYLBENZENE
Systematic Name English
NSC-15348
Code English
1-AMINO-2-METHYLBENZENE
Systematic Name English
2-METHYL-1-AMINOBENZENE
Systematic Name English
O-TOLUIDINE [MI]
Common Name English
2-METHYLANILINE
Systematic Name English
PRILOCAINE IMPURITY B [EP IMPURITY]
Common Name English
2-TOLYLAMINE
Systematic Name English
BENZENAMINE, 2-METHYL-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C45178
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
Code System Code Type Description
CHEBI
66892
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
WIKIPEDIA
o-Toluidine
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
HSDB
2042
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-429-0
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
CAS
95-53-4
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID1026164
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
SMS_ID
300000053539
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
MERCK INDEX
m10966
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C44429
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
MESH
C023622
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
FDA UNII
B635MZ0ZLU
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
PUBCHEM
7242
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
NSC
15348
Created by admin on Mon Mar 31 17:59:46 GMT 2025 , Edited by admin on Mon Mar 31 17:59:46 GMT 2025
PRIMARY
Related Record Type Details
Structure of O-TOLUIDINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of O-TOLUIDINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of PRILOCAINE
PARENT -> IMPURITY
Structure of PRILOCAINE HYDROCHLORIDE
IMPURITY -> PARENT
Related Record Type Details
Structure of O-TOLUIDINE
ACTIVE MOIETY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966