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Merck

D6140

Demeclocycline hydrochloride

powder or crystals, suitable for cell culture

Synonym(s):

7-Chloro-6-demethyltetracycline hydrochloride, Demethylchlorotetracycline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H21ClN2O8 · HCl
CAS Number:
64-73-3
Molecular Weight:
501.31
NACRES:
NA.75
PubChem Substance ID:
24278380
UNSPSC Code:
12352207
EC Number:
200-592-2
MDL number:
MFCD00082371
Beilstein/REAXYS Number:
3849198

Key Documents

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Product Name

Demeclocycline hydrochloride, powder or crystals

InChI key

GVSJQNRGSCOSNJ-KBHRXELFSA-N

InChI

1S/C21H21ClN2O8.ClH/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31;/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1

SMILES string

Cl[H].[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c4c(O)ccc(Cl)c4[C@H]2O

assay

89.5-102.0% anhydrous basis

form

powder or crystals

technique(s)

cell culture | mammalian: suitable

solubility

soluble (1 mg/mL of Demeclocycline Hydrochloride in 0.01 N hydrochloric acid)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

200

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Biochem/physiol Actions

Because it is excreted more slowly than tetracycline, it maintains effective blood levels for longer periods of time.
Demeclocycline hydrochloride is a tetracycline antibiotic derived from a strain of Streptomyces aureofaciens. DMC protects neurons from glutamate induced toxicity by suppressing calpain I and II activities.
Used to study mechanisms of bacterial protein synthesis inhibition at the level of the 30S subunit and aminoacy-tRNA A-site binding.

General description

Chemical structure: tetracycline

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000436210
0000436210
0000298314
0000298314
0000137373

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Sierra H Root et al.
Stem cells (Dayton, Ohio), 38(6), 769-781 (2020-02-14)
Bone remodeling and regeneration are dependent on resident stem/progenitor cells with the ability to replenish mature osteoblasts and repair the skeleton. Using lineage tracing approaches, we identified a population of Dmp1+ cells that reside within cortical bone and are distinct
B Athanassiadis et al.
Australian dental journal, 54(2), 141-146 (2009-05-29)
The aim of this study was to determine the in vitro antimicrobial activities of various endodontic medicaments and their bases against selected organisms using an agar diffusion assay. An agar well diffusion assay was used to test the antimicrobial action
P Abbott et al.
Australian dental journal, 54(4), 306-315 (2010-04-27)
The aims of this study were to assess symptoms and signs caused by cracks in teeth and to assess a conservative management protocol. The symptoms and signs of 100 consecutive teeth that had reversible pulpitis associated with cracks were compared
Gabrielle E Foxa et al.
Methods in molecular biology (Clifton, N.J.), 2221, 165-191 (2020-09-27)
Our laboratories have used genetically engineered mouse models (GEMMs) to assess genetic contributions to skeletal diseases such as osteoporosis and osteoarthritis. Studies on the genetic contributions to OA are often done by assessing how GEMMs respond to surgical methods that
P Lenherr et al.
International endodontic journal, 45(10), 942-949 (2012-04-18)
To investigate the discoloration potential of endodontic materials using a bovine tooth model. Two hundred and 10 dentine-enamel cuboid blocks (10 × 10 × 3.5 mm) were prepared out of the middle thirds of bovine tooth crowns. Standardized cavities were
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