4-Deoxypyridoxine hydrochloride Chemical Properties

Melting point:

274°C(dec.)(lit.)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly, Heated), Methanol (Slightly, Heated)

form 

Solid

color 

White to Pale Red

biological source

synthetic (organic)

Stability:

Hygroscopic

CAS DataBase Reference

148-51-6(CAS DataBase Reference)

Safety Information

WGK Germany 

3

RTECS 

UT4800000

HS Code 

29333990

Toxicity

LD50 oral in chicken: 1570mg/kg

MSDS

• Language:English Provider:SigmaAldrich

4-Deoxypyridoxine hydrochloride Usage And Synthesis

Description

4-deoxy Pyridoxine (DOP) is a vitamin B₆ antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells. DOP (5 mg, i.p.) reduces lysyl oxidase activity by 26% and reduces collagen and elastin crosslinking, resulting in limb abnormalities in chick embryos. It decreases latency to first seizure in mice (ED₅₀ = 1 mmol/kg) and increases the occurrence and duration of myoclonic responses in baboons with photosensitive epilepsy. DOP reduces TNF-α and IL-6 production in mice infected with T. spiralis.

Chemical Properties

Solid

Uses

4-Deoxypyridoxine is the deoxy analogue of Pyridoxine (P991735). 4-Deoxypyridoxine is a vitamin B6 antimetabolite; 4-Deoxypyridoxine can induce a deficient status that alters the function and ultrastructure of EC similar to vascular disease.

References

[1] B SHANE  E E S. Transport and metabolism of vitamin B6 in the yeast Saccharomyces carlsbergensis 4228.[J]. The Journal of Biological Chemistry, 1976, 251 4: 1042-1051.
[2] VIDYANI SURYADEVARA. Sphingolipids in Ventilator Induced Lung Injury: Role of Sphingosine-1-Phosphate Lyase.[J]. ACS Applied Materials & Interfaces, 2018. DOI: 10.3390/ijms19010114
[3] T A BIRD  C I L. The effect of a vitamin B-6 antagonist, 4-deoxypyridoxine, on the cross-linking of collagen in the developing chick embryo.[J]. Biochemical Journal, 1983, 210 3: 633-638. DOI: 10.1042/bj2100633
[4] R. W. HORTON  B. S M. Seizures induced by allylglycine, 3-mercaptopropionic acid and 4-deoxypyridoxine in mice and photosensitive baboons, and different modes of inhibition of cerebral glutamic acid decarboxylase[J]. British Journal of Pharmacology, 1973, 49 1: 52-63. DOI: 10.1111/j.1476-5381.1973.tb08267.x
[5] STAVROS FRYDAS . Generation of TNFα, IFNγ, IL-6, IL-4 and IL-10 in mouse serum from trichinellosis: effect of the anti-inflammatory compound 4-deoxypyridoxine (4-DPD)[J]. Immunology letters, 1996, 49 3: Pages 179-184. DOI: 10.1016/0165-2478(96)02501-1

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