| Identification | More | [Name]
4-Deoxypyridoxine hydrochloride | [CAS]
148-51-6 | [Synonyms]
4-DEOXYPYRIDOXINE HCL
4-DEOXYPYRIDOXINE HYDROCHLORIDE
5-HYDROXY-4,6-DIMETHYL-3-PYRIDINEMETHANOL HYDROCHLORIDE
DEOXYPYRIDOXINE, 4-HCL
4,6-dimethyl-5-hydroxy-3-pyridinemethanohydrochloride
4-deoxypyridoxolhydrochloride
5-hydroxy-4,6-dimethyl-3-pyridinemethanohydrochloride
desoxypyridoximehydrochloride
nsc3063
3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride
4-deoxypyridoxine hydrochloride*crystalline
5-(Hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride
Deoxypyridoxine hydrochloride | [EINECS(EC#)]
205-714-8 | [Molecular Formula]
C8H12ClNO2 | [MDL Number]
MFCD00051296 | [Molecular Weight]
189.64 | [MOL File]
148-51-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
274°C(dec.)(lit.) | [storage temp. ]
−20°C
| [solubility ]
DMSO (Slightly, Heated), Methanol (Slightly, Heated) | [form ]
neat | [color ]
White to Pale Red | [biological source]
synthetic (organic) | [Stability:]
Hygroscopic | [Major Application]
forensics and toxicology
veterinary
vitamins, nutraceuticals, and natural products | [InChI]
1S/C8H11NO2.ClH/c1-5-7(4-10)3-9-6(2)8(5)11;/h3,10-11H,4H2,1-2H3;1H | [InChIKey]
QZKKOQQIVLXUEI-UHFFFAOYSA-N | [SMILES]
Cl.Cc1ncc(CO)c(C)c1O | [CAS DataBase Reference]
148-51-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [WGK Germany ]
3
| [RTECS ]
UT4800000
| [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Toxicity]
LD50 oral in chicken: 1570mg/kg |
| Hazard Information | Back Directory | [Description]
4-deoxy Pyridoxine (DOP) is a vitamin B6 antimetabolite with diverse biological activities.1,2,3,4,5 It inhibits transport of pyridoxine (Item No. 20706), pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells.1 DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.2 DOP (5 mg, i.p.) reduces lysyl oxidase activity by 26% and reduces collagen and elastin crosslinking, resulting in limb abnormalities in chick embryos.3 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.4 DOP reduces TNF-α and IL-6 production in mice infected with T. spiralis.5 | [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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