PICRYL CHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H2ClN3O6
Molecular Weight	247.55
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][N+](=O)C1=CC(=C(Cl)C(=C1)[N+]([O-])=O)[N+]([O-])=O

InChI

InChIKey=HJRJRUMKQCMYDL-UHFFFAOYSA-N

InChI=1S/C6H2ClN3O6/c7-6-4(9(13)14)1-3(8(11)12)2-5(6)10(15)16/h1-2H

HIDE SMILES / InChI

Molecular Formula	C6H2ClN3O6
Molecular Weight	247.55
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
No adaptation to UV-induced immunosuppression and DNA damage following exposure of mice to chronic UV-exposure.	2006-07-03	16504533
Nitric oxide inhibits T cell adhesion and migration by down-regulation of beta1-integrin expression in immunologically liver-injured mice.	2006-04	16504925
Suppression of atopic dermatitis and tumor metastasis in mice by small amounts of radon.	2006-03	16494522
Involvement of IL-31 on scratching behavior in NC/Nga mice with atopic-like dermatitis.	2006-03	16480423
Toxic effects of thiol-reactive compounds on anaerobic biomass.	2006-03	15913993
Effect of orally administered rolipram, a phosphodiesterase 4 inhibitor, on a mouse model of the dermatitis caused by 2,4,6-trinitro-1-chlorobenzene (TNCB)-repeated application.	2006-02-17	16442096
Abnormal anterior chamber associated immune deviation (ACAID) in 129-strain mice.	2006-02	16507485
mAgK114 suppresses lymphocyte infiltration into epidermis in the picryl chloride-induced atopic dermatitis-like skin lesions of NC/Nga mice.	2006-01-26	16433032
Astilbin inhibits contact hypersensitivity through negative cytokine regulation distinct from cyclosporin A.	2005-12	16337470
Increased scratching counts depend on a decrease in ability of cutaneous prostaglandin D2 biosynthesis in NC/Nga mice with atopic dermatitis.	2005-12	16274457
Scratching behavior in spontaneous- or allergic contact-induced dermatitis in NC/Nga mice.	2005-11	16232305
Inhibitory effect of porphyran, prepared from dried "Nori", on contact hypersensitivity in mice.	2005-10	16244430
Objective evaluation of the efficacy of daily topical applications of cosmetics bases using the hairless mouse model of atopic dermatitis.	2005-08	15998334
Cyclophosphamide decreases the number, percentage and the function of CD25+ CD4+ regulatory T cells, which suppress induction of contact hypersensitivity.	2005-08	15899580
Impaired contact hypersensitivity reaction and reduced production of vascular endothelial growth factor in tumor necrosis factor-alpha gene-deficient mice.	2005-07	16335867
Selective depletion of glycyrrhizin from Si-Ni-San, a traditional Chinese prescription, blocks its effect on contact sensitivity in mice and recovers adhesion and metalloproteinases production of T lymphocytes.	2005-07	15914324
JTP-27536 [(+)-1,3-dihydroxy-2-hydroxymethylpropyl-2-ammonium 2-[(R)-3-cyclo-hexyl-1-phenylpropyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate monohydrate], a novel inhibitor of immunoglobulins and interleukin-5 with anti-inflammatory properties in mouse allergic dermatitis model.	2005-07	15821026
Primary defect in UVB-induced systemic immunomodulation does not relate to immature or functionally impaired APCs in regional lymph nodes.	2005-06-01	15905507
Dermal mast cells play a central role in the incidence of scratching behavior in mice induced by multiple application of the hapten, 2,4,6-trinitrochlorobenzene.	2005-06	15885079
The role of interleukin-16 in murine contact hypersensitivity.	2005-05	15807844
Chemical synthesis of 24-beta-D-galactopyranosides of bile acids: a new type of bile acid conjugates in human urine.	2005-04	15784232
Analyses of a mouse model of the dermatitis caused by 2,4,6-trinitro-1-chlorobenzene (TNCB)-repeated application.	2005-03	15734285
Keratinocyte-derived, CD80-mediated costimulation is associated with hapten-specific IgE production during contact hypersensitivity to TH1 haptens.	2005-02	15696100
Aqueous extract from aerial parts of Artemisia vestita, a traditional Tibetan medicine, reduces contact sensitivity in mice by down-regulating the activation, adhesion and metalloproteinase production of T lymphocytes.	2005-02	15652769
Effects of TNCB sensitization in DS-Nh mice, serving as a model of atopic dermatitis, in comparison with NC/Nga mice.	2005-02	15650316
A novel benzoimidazole derivative, M50367, modulates helper T type I/II responses in atopic dermatitis mice and intradermal melanoma-bearing mice.	2005-01	15635167
Imaging of delayed-type hypersensitivity reaction by PET and 18F-galacto-RGD.	2005-01	15632051
Effect of formaldehyde gas exposure in a murine allergic contact hypersensitivity model.	2005	15803868
In vivo transfection of a cis element 'decoy' against signal transducers and activators of the transcription 6 (STAT6) binding site ameliorates the response of contact hypersensitivity.	2004-12	15306843
Suppression of atopic-like dermatitis by treatment with antibody to lymphocyte function-associated antigen-1 in NC/Nga mouse.	2004-11-03	15507227
B cells are not required for T cell priming in low zone tolerance to contact allergens and contact hypersensitivity.	2004-11	15376190
Animal models for atopic dermatitis: are they relevant to human disease?	2004-10	15488700
Suppression of different phases of systemic contact hypersensitivity by urocanic acid oxidation products.	2004-09-02	15339212
Thymocytes induced by antigen injection into the anterior chamber activate splenic CD8+ suppressor cells and enhance the antigen-induced production of immunoglobulin G1 antibodies.	2004-09	15312135
Termination of antigen-specific immunity by CD95 ligand (Fas ligand) and IL-10.	2004-08-01	15265879
The induction of splenic suppressor T cells through an immune-privileged site requires an intact sympathetic nervous system.	2004-08	15265662
Stress-induced modulation of skin immune function: two types of antigen-presenting cells in the epidermis are differentially regulated by chronic stress.	2004-07	15270872
Establishment of an atopic dermatitis-like skin model in a hairless mouse by repeated elicitation of contact hypersensitivity that enables to conduct functional analyses of the stratum corneum with various non-invasive biophysical instruments.	2004-05	15059180
Comparative study on picryl chloride (PCL)-induced contact dermatitis in female IQI/Jic and BALB/c mice.	2004-04	15153670
Role of substance P in an NC/Nga mouse model of atopic dermatitis-like disease.	2004-04	15031613
Dendritic cell immunization route determines CD8+ T cell trafficking to inflamed skin: role for tissue microenvironment and dendritic cells in establishment of T cell-homing subsets.	2004-01-15	14707056
Effect of a topical steroid on gene expressions for chemokines in mice with contact hypersensitivity.	2004-01	14975360
Synthesis of pyrimidine derivatives possessing an antioxidative property and their inhibitory effects on picryl chloride-induced contact hypersensitivity reaction.	2003-12	14646331
Granulocyte-macrophage colony-stimulating factor-based melanoma cell vaccines immunize syngeneic and allogeneic recipients via host dendritic cells.	2003-11-15	14607918
Thiol antioxidants block the activation of antigen-presenting cells by contact sensitizers.	2003-11	14708604
[Analysis of scratching behavior in a picryl chloride induced atopic dermatitis model in mice].	2003-10	14685047
Association of transcription-coupled repair but not global genome repair with ultraviolet-B-induced Langerhans cell depletion and local immunosuppression.	2003-10	14632192
Comparative study on the effects of ointments of tinidazole, hydrocortisone and clobetasol on animal models for inflammatory dermatitis in mice.	2003-09	14639966
Induction of cutaneous delayed hypersensitivity reactions in mice sensitized with intragastrically administered hapten: activation of Langerhans cells in the sensitization and elicitation phases.	2003-09	14510978
Suplatast tosilate inhibits eosinophil production and recruitment into the skin in murine contact sensitivity.	2003-09	14499249

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:07:58 GMT 2025` Edited by `admin` on `Mon Mar 31 21:07:58 GMT 2025`
Record UNII	Z4ZG7O5SZ9
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-106297

Preferred Name

English

PICRYL CHLORIDE

Systematic Name

English

2-CHLORO-1,3,5-TRINITROBENZENE

Systematic Name

English

2,4,6-TRINITRO-1-CHLOROBENZENE

Systematic Name

English

BENZENE, 2-CHLORO-1,3,5-TRINITRO-

Systematic Name

English

1-CHLORO-2,4,6-TRINITROBENZENE

Systematic Name

English

NSC-1872

Code

English

PICRYL CHLORIDE [MI]

Common Name

English

2,4,6-TRINITROCHLOROBENZENE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID3025910