1,1'-Diheptyl-4,4'-bipyridinium dibromide

Names

[ Name ]:
1,1'-Diheptyl-4,4'-bipyridinium dibromide

[Synonym ]:
1,1'-Diheptyl-4,4'-bipyridinium dibromide
N,N'-diheptyl-4,4bipyridinium dibromide
N,N′-diheptyl-4,4′-bipyridinium dibromide
MFCD00011997
heptylviologen bromide
EINECS 228-178-7
heptyl viologen dibromide
4,4'-Bipyridinium, 1,1'-diheptyl-, bromide (1:2)
N,N'-diheptyl-4,4'-dipyridinium dibromide
4,4'-BIPYRIDINIUM, 1,1'-DIHEPTYL-, DIBROMIDE
DHBP dibromide
DHBP (dibromide)

Biological Activity

[Description]:

DHBP dibromide is an inhibitor for calcium release and a muscle relaxant.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel

Research Areas >> Neurological Disease

Research Areas >> Cardiovascular Disease

[In Vitro]

DHBP inhibits the calcium release induced by 2 mM caffeine and 2 μg/mL polylysine with an IC50 value of 5 μg/mL and 4 μg/mL, respectively. DHBP inhibits [3H]-ryanodine binding in a dose-dependent manner with an IC50 of 2.5 μg/mL and 90-100% inhibition at 20-30 μg/mL. Calcium uptake by SR is inhibited in the presence of caffeine and this inhibition is antagonized by concomitant addition of DHBP. Muscle twitches elicited by direct electrical muscle stimulation and contractions induced by either 10 mM caffeine or 1 fLM ryanodine are blocked by pretreatment with DHBP. DHBP blocks the calcium release from SR by direct interaction with the calcium release channel, also known as the ryanodine receptor[1].

[References]

[1]. Kang JJ, et al. Effects of bipyridylium compounds on calcium release from triadic vesicles isolated from rabbit skeletal muscle. Br J Pharmacol. 1994 Aug;112(4):1216-22.

[Related Small Molecules]

Chemical & Physical Properties

[ Melting Point ]:
285 °C (dec.)(lit.)

[ Molecular Formula ]:
C₂₄H₃₈Br₂N₂

[ Molecular Weight ]:
514.380

[ Exact Mass ]:
512.140137

[ PSA ]:
7.76000

[ Storage condition ]:
Store at RT

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Electrochromic materials Mortimer, R. J.

Chem. Soc. Rev. 26(3) , 147-156, (1997)

Quasi-reversible electrochromic behavior of alkyl viologens dispersed mono-molecularly in double-stranded DNA chains Kakibe, T., & Ohno, H.

J. Mater. Chem. 19(28) , 4960-4964, (2009)

Ink-Jet Printing of Electron Donor/Acceptor Blends: Towards Bulk Heterojunction Solar Cells Marin, V., Holder, E., Wienk, M. M., Tekin, E., Kozodaev, D., & Schubert, U. S.

Macromol. Rapid Commun. 26(4) , 319-324, (2005)