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D1068

Sigma-Aldrich

DCB

≥98% (HPLC), solid

Synonym(s):

3,3′-Dichlorobenzaldazine, NSC 67224

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About This Item

Empirical Formula (Hill Notation):
C14H10Cl2N2
CAS Number:
6971-97-7
Molecular Weight:
277.15
MDL number:
MFCD00556081
UNSPSC Code:
12352200
PubChem Substance ID:
24724458
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated
under inert gas

color

yellow

solubility

DMSO: ~6.8 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Clc1cccc(\C=N\N=C\c2cccc(Cl)c2)c1

InChI

1S/C14H10Cl2N2/c15-13-5-1-3-11(7-13)9-17-18-10-12-4-2-6-14(16)8-12/h1-10H/b17-9+,18-10+

InChI key

XMOVWXSCYLINBJ-BEQMOXJMSA-N

Biochem/physiol Actions

3,3′-dichlorobenzaldazine (DCB) serves as an allosteric ligand with neutral cooperativity. It helps to block the positive allosteric regulation of mGluRs (metabotropic glutamate receptor subtype 5 (mGluR5) with the help of 3,3′-difluorobenzaldazine (DFB) and the negative modulatory effect of 3,3′-dimethoxybenzaldazine (DMeOB).
Neutral allosteric modulator of the metabotropic glutamate receptor mGluR5.

Features and Benefits

This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
045K4622

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Pierre Josse et al.
Molecules (Basel, Switzerland), 23(4) (2018-04-21)
The synthesis and preliminary evaluation as donor material for organic photovoltaics of the poly(diketopyrrolopyrrole-spirobifluorene) (PDPPSBF) is reported herein. Prepared via homogeneous and heterogeneous direct (hetero)arylation polymerization (DHAP), through the use of different catalytic systems, conjugated polymers with comparable molecular weights
Dieuwertje Van der Does et al.
PLoS genetics, 13(6), e1006832-e1006832 (2017-06-13)
Plants actively perceive and respond to perturbations in their cell walls which arise during growth, biotic and abiotic stresses. However, few components involved in plant cell wall integrity sensing have been described to date. Using a reverse-genetic approach, we identified
Angelo Silverio et al.
JACC. Cardiovascular interventions, 13(7), 793-804 (2020-02-18)
The aim of this study was to investigate the outcomes of patients with de novo lesions in small coronary vessels undergoing percutaneous coronary intervention (PCI) with drug-coated balloons (DCBs) or newer-generation drug-eluting stents (n-DES). Notwithstanding the available evidence from a
Boya Zhang et al.
Nanomaterials (Basel, Switzerland), 9(9) (2019-09-22)
The electrical and optical properties of the hole transport layer (HTL) are critical for organic and halide perovskite solar cell (OSC and PSC, respectively) performance. In this work, we studied the effect of Mg doping on CuCrO2 (CCO) nanoparticles and
Xiaohui Liu et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 4(8), 1700053-1700053 (2017-08-31)
Landmark power conversion efficiency (PCE) over 10% has been accomplished in the past year for single-junction organic solar cell (OSCs), suggesting a promising potential application of this technology. However, most of the high efficient OSCs are based on inverted configuration.
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