CAS 4197-25-5|sudan black B|2,2-Dimethyl-6-{[4-(phenyldiazenyl)-1-naphthyl]-diazenyl}-2,3-dihydro-1H-perimidine|3,3-dimethyl-10-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-di...

General Information

Structure

Molecular Formula

C₂₉H₂₄N₆

Molecular Mass

456.54106

Exact Mass

456.2062448

Charge

InChI

InChI=1S/C29H24N6/c1-29(2)30-26-14-8-13-22-25(17-18-27(31-29)28(22)26)35-34-24-16-15-23(20-11-6-7-12-21(20)24)33-32-19-9-4-3-5-10-19/h3-18,30-31H,1-2H3/b33-32+,35-34+

InChIKey

YCUVUDODLRLVIC-VPHDGDOJSA-N

Canonic Smiles

CC1(C)Nc2ccc(c3c2c(N1)ccc3)/N=N/c1ccc(c2c1cccc2)/N=N/c1ccccc1

Isomeric Smiles

c12c3NC(Nc1cccc2c(/N=N/c1c2c(c(/N=N/c4ccccc4)cc1)cccc2)cc3)(C)C

Calculated Properties

JChem

LogD (pH = 7.4)

8.13

LogD (pH = 5.5)

8.12

Log P

8.13

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

3.70

Polar Surface Area

73.50

Polarizability

52.78

Molar Refractivity

150.69

LOG S

-9.06

Data Source

Names and Identifiers

IUPAC Traditional name

sudan black B 3,3-dimethyl-8-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene 3,3-dimethyl-10-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene 3,3-dimethyl-8-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5,7,9(13),10-pentaene

Synonyms

2,2-Dimethyl-6-{[4-(phenyldiazenyl)-1-naphthyl]-diazenyl}-2,3-dihydro-1H-perimidineSolvent Black 3Fat Black HBSudan Black BCeres black BNSolvent Black 3, Fat Black HBSudan Black BC.I. 26150Sudan BlackSolvent black 3Fat black HB2,3-Dihydro-2,2-dimethyl-6-((4-(phenylazo)-1-naphthalenyl)azo)-1H-pyrimidineSudan black BC.I. Solvent Black 3C.I. 26150Fast Black HB

IUPAC name

3,3-dimethyl-10-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene 3,3-dimethyl-8-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene 3,3-dimethyl-8-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0⁵,¹³]trideca-1(13),5,7,9,11-pentaene 3,3-dimethyl-10-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,4-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene 3,3-dimethyl-8-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]naphthalen-1-yl}diazen-1-yl]-2,4-diazatricyclo[7.3.1.0⁵,¹³]trideca-1(12),5,7,9(13),10-pentaene 2,2-dimethyl-6-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}-2,3-dihydro-1H-perimidine

Names and Identifiers

Registration numbers

MeSH Name

PubChem CID

EC Number

MDL Number

CAS Number

Wikipedia Title

Chemspider ID

Color Index Number

Beilstein Number

PubChem SID

24851932162058318255510002

Reaxys Registry

723248

PubMed Citation Links

262646012573257912530969

CompTox Database

DTXSID0052091

CHEBI ID

CHEBI:88216

Registration numbers

Properties

Product Information

Properties

Related Proteins

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Molecular Spectra

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Molecule Details

MP Biomedicals

02152088

C.I. 26150
Dye Content: ~ 90%
High purity histochemical stain for chromosomes, Golgi apparatus, leucocyte (neutrophil) granules.

Wikipedia

Sudan_Black_B

Sigma Aldrich

86015

Application
An excellent fat stain for animal tissue, bacteria and other microorganisms, leucocyte granules and Golgi apparatus.

199664

Packaging
25 g in glass bottle
Suitability
Certified as a fat staining using the Churukian variant of the Lillie-Ashburn supersaturated isopropanol method. Sudan III is substituted for the oil red O in the procedure. Burdon′s stain for bacterial lipid.

ChEBI

CHEBI:88216

A member of the class of perimidines that is 2,2-dimethyl-2,3-dihydro-1H-perimidine carrying a [4-(phenyldiazenyl)naphthalen-1-yl]diazenyl substituent at position 6. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections and for staining of protein bound lipids in paraffin sections.

Molecule Details

References

PubChem Literature

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References

Bioactivity

PubChem BioAssay

Bioactivity