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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mitogen-activated protein kinases (MAPK) signaling affects many processes, some of which have different outcomes in the same cell. In Arabidopsis, activation of a MAPK cascade consisting of YODA, MKK4/5 and MPK3/6 inhibits early stages of stomatal developmental, but the ability
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Journal of endovascular therapy : an official journal of the International Society of Endovascular Specialists, 24(4), 459-467 (2017-06-01)
To evaluate the performance of the Ranger paclitaxel-coated balloon vs uncoated balloon angioplasty for femoropopliteal lesions. Between January 2014 and October 2015, the prospective, randomized RANGER SFA study ( ClinicalTrials.gov identifier NCT02013193) enrolled 105 patients with symptomatic lower limb ischemia
A family of highly selective allosteric modulators of the metabotropic glutamate receptor subtype 5
O'Brien JA, et al.
Molecular Pharmacology, 64(3), 731-740 (2003)
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
Peter A Schneider et al.
Journal of the American College of Cardiology, 73(20), 2550-2563 (2019-01-29)
Five years of prospective clinical trials confirm that the paclitaxel drug-coated balloon (DCB) (IN.PACT Admiral, Medtronic, Dublin, Ireland) is safe and effective to treat femoropopliteal artery disease. A recent meta-analysis of heterogeneous trials of paclitaxel-based balloons and stents reported that
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