4-Deoxypyridoxine hydrochloride

Base Information

• Chemical Name: 4-Deoxypyridoxine hydrochloride
• CAS No.: 148-51-6
• Molecular Formula: C8H11NO2. ClH
• Molecular Weight: 189.642
• Hs Code.: 29333990
• European Community (EC) Number: 205-714-8
• NSC Number: 61770,3063
• UNII: P9QAN95HHX
• DSSTox Substance ID: DTXSID40163860
• Wikidata: Q27286423
• RXCUI: 2463935
• Mol file: 148-51-6.mol

Synonyms:4'-deoxypyridoxine;4-deoxypyridoxine;4-deoxypyridoxine hydrochloride;4-deoxypyridoxol

Chemical Property of 4-Deoxypyridoxine hydrochloride

Chemical Property:

• Appearance/Colour: White to off white crystalline powder
• Vapor Pressure: 1.34E-07mmHg at 25°C
• Melting Point: 274°C(dec.)(lit.)
• Boiling Point: 414.1 °C at 760 mmHg
• Flash Point: 204.2 °C
• PSA: 53.35000
• Density: 1.201 g/cm³
• LogP: 1.69830
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.0556563
• Heavy Atom Count: 12
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Deoxypyridoxine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1CO)C)O.Cl
• 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.
• 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.

Technology Process of 4-Deoxypyridoxine hydrochloride

There total 4 articles about 4-Deoxypyridoxine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

5-acetoxymethyl-3-hydroxy-2,4-dimethylpyridinium chloride → 3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride (148-51-6)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; water; for 1h; Reflux;

DOI:10.1002/chem.201001382

Reference yield: 94.0%

pyridoxal hydrochloride (58-56-0) → 3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride (148-51-6)

Guidance literature:

pyridoxal hydrochloride; With acetic acid; zinc; for 12h; Reflux;

With hydrogenchloride; In methanol; at 0 ℃; for 2h;

DOI:10.1039/c4ob01221f

Reference yield:

5-hydroxy-6-methyl-3,4-pyridinedimethanol (65-23-6) → 3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride (148-51-6)

Guidance literature:

5-hydroxy-6-methyl-3,4-pyridinedimethanol; With acetic acid; zinc; for 3h; Reflux;

With hydrogenchloride; In methanol; diethyl ether; for 1h; Reflux;

upstream raw materials:

pyridoxal hydrochloride

5-hydroxy-6-methyl-3,4-pyridinedimethanol

Downstream raw materials:

2,4-dimethyl-5-hydroxymethyl-3-acetoxypyridine

5-chloromethyl-3-hydroxy-2,4-dimethylpyridinium chloride

5-(hydroxymethyl)-2,4-dimethyl-6-(phenyldiazenyl)pyridin-3-ol

(5-(benzyloxy)-4,6-dimethylpyridin-3-yl)methanol

Refernces

• 1、 -. "PHARMACEUTICAL COMPOSITION CONTAINING, AS ACTIVE INGREDIENT, 7-AZAINDOLIN-2-ONE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF". Paragraph 0039; 0070. . Retrieved 2018/09/08.
• 2、 Shah, Sajita,Lee, Chaemin,Choi, Hyukjae,Gautam, Jaya,Jang, Hyeonjin,Kim, Geum Jin,Lee, Yu-Jeong,Chaudhary, Chhabi Lal,Park, Sang Won,Nam, Tae-Gyu,Kim, Jung-Ae,Jeong, Byeong-Seon. "5-Hydroxy-7-azaindolin-2-one, a novel hybrid of pyridinol and sunitinib: Design, synthesis and cytotoxicity against cancer cells". . p. 4829 - 4841. Retrieved 2016/06/13.