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41785

Dimidium bromide

Name: Dimidium bromide
Brand: SIGMA

BioReagent, suitable for fluorescence, ~95% (AT)

Synonym(s):

3,8-Diamino-5-methyl-6-phenylphenanthridinium bromide, Trypadine, phenanthridinium 1553

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₈BrN₃

CAS Number:

518-67-2

Molecular Weight:

380.28

UNSPSC Code:

12171500

NACRES:

NA.32

PubChem Substance ID:

57650090

EC Number:

208-256-7

Beilstein/REAXYS Number:

3809779

MDL number:

MFCD00011757

Assay:

~95% (AT)

Form:

solid

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product line

BioReagent

Quality Level

100

assay

~95% (AT)

form

solid

mol wt

380.28 g/mol

concentration

80-100 % (w/w) (3,8-Diamino-5-methyl-6-phenylphenanthridinium bromide)

color

dark purple to very dark purple, dark red to very dark red

mp

243-248 °C (lit.)

fluorescence

λ_ex 306 nm; λ_em 612 nm in 50 mM Tris pH 8.0 (DNA), λ_ex 480 (pH 7.6, low ionic strength)

suitability

suitable for fluorescence

SMILES string

[Br-].C[n+]1c(-c2ccccc2)c3cc(N)ccc3c4ccc(N)cc14

InChI

1S/C20H17N3.BrH/c1-23-19-12-15(22)8-10-17(19)16-9-7-14(21)11-18(16)20(23)13-5-3-2-4-6-13;/h2-12,22H,21H2,1H3;1H

InChI key

MQOKYEROIFEEBH-UHFFFAOYSA-N

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Chemistry & Biochemicals

Lab Chemicals

Salts

General description

Dimidium Bromide is a trypanocidal drug that is known to affect nucleic acid synthesis in many organisms e.g. tissue culture cells.

Application

Dimidium Bromide is used as a binding agent to natural DNA based on base-pair specificity. It is used as a fluorescence agent for nucleic acid experiments.

Intercalating probe for nucleic acids.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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A comparison of the base-pair specificities of three phenanthridine drugs using solution spectroscopy.

G Dougherty

The International journal of biochemistry, 14(6), 493-504 (1982-01-01)

1. The absorption spectrum of three phenanthridine drugs (ethidium, dimidium and prothidium bromide) bound to natural DNAs of differing G-C content were obtained using a novel mixing scheme and analysed according to the excluded site binding model. 2. Ethidium bromide

Nuclear transplantation studies of the action of dimidium bromide on amoebae.

S E Hawkins et al.

Nature, 222(5188), 86-87 (1969-04-05)

[The toxicity of sanguinarine compared to a number of other DNA-tropic compounds for ethidium bromide-sensitive and -resistant transformed murine fibroblasts in culture].

T N Beliaeva et al.

Tsitologiia, 31(11), 1363-1368 (1989-11-01)

A natural DNA-intercalator plant benzo-c-phenanthridine alkaloid sanguinarine is more toxic for mouse transformed fibroblast L-cells in culture than synthetic DNA-intercalator ethidium bromide (EtB) and alkaloid berberine. Dimidium bromide is also an inhibitor of the L-cell growth. In assay conditions, growth

[Chemoprophylaxis of bovine trypanosomiasis T. congolense and T. vivax by phenathridinium S. 1553].

J DEOM

Annales de la Societe belge de medecine tropicale (1920), 30(1), 25-29 (1950-03-01)

[Effect of some DNA-intercalators and antioxidants on the phagosome- lysosome fusion and F-actin content in murine peritoneal macrophages].

T P Mozhenok et al.

Tsitologiia, 40(6), 585-590 (1998-10-21)

Effect of DNA-intercalators ethidium bromide (EB, 0.005 and 0.015 mM) and dimidium bromide (DB, 0.005 and 0.010 mM) and antioxidative compounds acetylsalicylic acid (ASA, 0.05 and 0.50 mM) and beta-carotene (0.01, 0.02, 0.05 mM) on the phagosome-lysosome (P-L) fusion and

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Global Trade Item Number

SKU	GTIN
41785-250MG	04061835570546
41785-1G	04061835570539

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