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피리독신

피리독신
피리독신 구조식 이미지
카스 번호:
65-23-6
한글명:
피리독신
동의어(한글):
비타민B6;피리독신
상품명:
Pyridoxine
동의어(영문):
Beesix;PN HCL;VIT B6;B6-HCL;Adermin;Bezatin;Hydoxin;ADERMINE;Gravidox;Hexabion
CBNumber:
CB8197940
분자식:
C8H11NO3
포뮬러 무게:
169.18
MOL 파일:
65-23-6.mol

피리독신 속성

녹는점
214-215 °C(lit.)
끓는 점
298.46°C (rough estimate)
밀도
1.2435 (rough estimate)
굴절률
1.5100 (estimate)
저장 조건
Inert atmosphere,2-8°C
용해도
H2O: 0.1 g/mL at 20 °C, clear, colorless
산도 계수 (pKa)
pKa 5.00(H2O t = 25.0 I = 0.15 (mixed)) (Uncertain)
안정성
Stable. Incompatible with strong oxidizing agents.
InChIKey
LXNHXLLTXMVWPM-UHFFFAOYSA-N
CAS 데이터베이스
65-23-6(CAS DataBase Reference)
NIST
2-Methyl-3-hydroxy-4,5-dihydroxymethylpyridine(65-23-6)
EPA
3,4-Pyridinedimethanol, 5-hydroxy-6-methyl- (65-23-6)

안전

위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26-36
WGK 독일 3
RTECS 번호 UV1350000
F 고인화성물질 8-10
HS 번호 29362500
기존화학 물질 KE-20694

피리독신 C화학적 특성, 용도, 생산

화학적 성질

crystalline solid

물리적 성질

It is one kind of B vitamins, containing pyridoxine or pyridoxal or pyridoxamine. Appearance: colorless crystals at room temperature. Solubility: soluble in water and ethanol. Stability: stable in acid liquor but easily destroyed in alkali liquor. Pyridoxol is resistant to high temperature, but pyridoxal and pyridoxamine are not.

역사

The discovery of vitamin was tortuous and legendary. After fat-soluble A and water soluble B were discovered by the year of 1915, the discovery of vitamins entered into a rapid developed period. In separation process of riboflavin by Kuhn and his colleagues, they noticed the unusual relationship between growth-promoting activ ity and fluorescence of extracts. Then they supposed that the existence of no fluorescent substances were very necessary for growth-promoting activity of riboflavin. And they considered this phenomenon as the evidence of a second chem ical existence in the thermostable complex. At last, they named this substance as vitamin B6 .
Vitamin B6 is widely distributed in foods, including meats, whole-grain products (especially wheat), vegetables, and nuts. In the cereal grains, vitamin B6 is concen trated primarily in the germ and aleuronic layer. Thus, the refining of grains in the production of flours, which removes much of these fractions, results in substantial reductions of vitamin B6 content. The chemical forms of vitamin B6 tend to vary among foods between plant and animal origin: plant tissues contain most pyridox ine (the free alcohol form, pyridoxol), whereas animal tissues contain most pyri doxal and pyridoxamine.

용도

antibacterial

용도

pyridoxine HCL is a skin-conditioning agent that is also widely used in hair products.

용도

Vitamin B6, a water-soluble vitamin with a solubility of 1 g in 5 ml of water. It functions in the utilization of protein and is an essential nutrient in enzyme reactions. It is necessary for proper growth. During processing, there is a loss due to leaching of the vitamin in water. It is destroyed by high temperatures, high irradiation, and exposure to light. During storage, loss increases with temperature and storage time. It is found in liver, eggs, and meats.

정의

ChEBI: A hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. The 4-methanol form of vitamin B6, it is converted intoto pyridoxal phosphate which is a coenzyme f r synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid.

Indications

Vitamin B6 deficiency

상표명

Hexa-Betalin (Lilly).

World Health Organization (WHO)

Pyridoxine (vitamin B6) is listed in theWHO Model List of Essential Drugs.

일반 설명

The discovery of vitamin B6 is generally ascribed to Paul Gy?rgy who first realized there was a vitamin that was distinctly different from vitamin B2 in 1934. Pyridoxine (PN) is the C4 hydroxymethyl derivative, pyridoxal (PL) is the C4 formyl derivative and pyridoxamine (PM) is the C4 aminomethyl derivative of 5-(hydroxymethyl)- 2-methylpyridin-3-ol). Each of these are also converted to their corresponding 5'-phosphate derivatives referred to as pyridoxine 5'-phosphate (PNP), pyridoxal 5'-phosphate (PLP), and pyridoxamine 5'-phosphate (PMP), respectively . Because of their ability to interconvert, all are considered active forms of vitamin B6 in vivo. Although PLP is the major coenzyme form, PMP can also function as a coenzyme primarily in aminotransferases. The major metabolite is 4-pyridoxic acid, which is excreted in the urine.

Biochem/physiol Actions

Pyridoxine plays a key role in cell maintenance and amino acid metabolism. Deficiency of vitamin B6 leads to anemia especially in pregnant women and seizures in newborns. It serves as cofactor for heme biosynthesis during δ-amino levulinic acid formation, γ-aminobutyric acid (GABA) transaminase and glutamic acid decarboxylase. Vitamin B6 also helps in reactive oxygen species (ROS) scavenging and helps plants in overcoming the abiotic and biotic stress.

Pharmacology

The metabolically active form of vitamin B6 is pyridoxal phosphate, which serves as a coenzyme of numerous enzymes, most of which are involved in the metabolism of amino acids. Vitamin B6 functions through the following general mechanisms: decarboxylation, transamination, racemization, elimination, replacement reactions, and β-group interconversions.
Pyridoxal phosphate is practically involved in all amino acid metabolism reac tions, such as transaminations, transsulfuration, and selenoamino acid metabolism, in both their biosynthesis and their catabolism. Vitamin B6 also plays an important role in the tryptophan–niacin conversion, histamine synthesis, neurotransmitter syn thesis, and hemoglobin synthesis.
Vitamin B6 has two roles in gluconeogenesis, transaminations and glycogen uti lization. It is required for the utilization of glycogen to release glucose by serving as a coenzyme of glycogen phosphorylase.

Clinical Use

Pyridoxine is indicated in the treatment and prevention of known or suspected vitamin B6 deficiency, which is most likely to occur in the setting of alcoholism in developed countries. At least seven genetic disorders that result in a vitamin B6 deficiency syndrome in the presence of an adequate dietary intake have been identified. These result from defects in enzymes that are responsible for the bioactivation or utilization of vitamin B6.

Safety Profile

Moderately toxic by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects: ataxia, local anesthetic, paresthesia. When heated to decomposition it emits toxic fumes of Nox

Veterinary Drugs and Treatments

Pyridoxine use in veterinary medicine is relatively infrequent. It may be of benefit in the treatment of isoniazid (INH) or crimidine (an older rodenticide) toxicity. Pyridoxine deficiency is apparently extremely rare in dogs or cats able to ingest food. Cats with severe intestinal disease may have a greater requirement for pyridoxine in their diet. Experimentally, pyridoxine has been successfully used in dogs to reduce the cutaneous toxicity associated with doxorubicin containing pegylated liposomes (Doxil?). Pyridoxine has been demonstrated to suppress the growth of feline mammary tumors (cell line FRM) in vitro.
In humans, labeled uses for pyridoxine include pyridoxine deficiency and intractable neonatal seizures secondary to pyridoxine dependency syndrome. Unlabeled uses include premenstrual syndrome (PMS), carpal tunnel syndrome, tardive dyskinesia secondary to antipsychotic drugs, nausea and vomiting in pregnancy, hyperoxaluria type 1 and oxalate kidney stones, and for the treatment of isoniazid (INH), cycloserine, hydrazine or Gyometra mushroom poisonings.

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