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판토텐산칼슘

판토텐산칼슘
판토텐산칼슘 구조식 이미지
카스 번호:
137-08-6
한글명:
판토텐산칼슘
동의어(한글):
(+)-판토텐산칼슘염;(R)-N-(2,4-디히드록시-3,3-디메틸-1-옥소부틸)-베타-알라닌,칼슘염(2:1)((R)-N-;D-판토텐산,칼슘염;D-판토텐산,칼슘염(2:1);D-판토텐산,칼슘염(D-PANTOTHENICACID,CALCIUMSALT)칼슘D-판토텐산;덱스트로칼슘판토텐산;베타-알라닌,N-(2,4-디히드록시-3,3-디메틸-1-옥소부틸)-,칼슘염(2:1),(R)-(BETA-ALANINE,N-(2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-,CALCIUMSALT;비스(판토테나토)칼슘;칼슘판토텐산(2:1);칼슘,비스(판토테나토)-;판토텐산칼슘염;판토텐산,칼슘염(2:1),D-;판토텐산칼슘;D-판토텐산,칼슘염;칼슘판토테네이트;D-판토텐산, 칼슘 염
상품명:
D-(+)-Pantothenic acid calcium salt
동의어(영문):
D-caL;pancal;Calpan;(theta)-;Pantholin;NSC 36292;calpanate;panthoject;VITAMIN B5;DL-Calcium
CBNumber:
CB3695335
분자식:
C9H17NO5.1/2Ca
포뮬러 무게:
476.53
MOL 파일:
137-08-6.mol

판토텐산칼슘 속성

녹는점
190 °C
알파
26.5 º (c=5, in water)
굴절률
27 ° (C=5, H2O)
인화점
145 °C
저장 조건
2-8°C
용해도
H2O: 50 mg/mL at 25 °C, clear, nearly colorless
물리적 상태
Powder
색상
White or almost white
수소이온지수(pH)
6.8-7.2 (25℃, 50mg/mL in H2O)
optical activity
[α]20/D +27±2°, c = 5% in H2O
수용성
Soluble in water.
감도
Hygroscopic
Merck
14,7015
BRN
3769272
안정성
Stable, but may be moisture or air sensitive. Incompatible with strong acids, strong bases.
InChIKey
FAPWYRCQGJNNSJ-UBKPKTQASA-L
CAS 데이터베이스
137-08-6(CAS DataBase Reference)
EPA
Calcium pantothenate (137-08-6)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 20/21/22-37/38-41-48
안전지침서 24/25-45-36/37/39-26-22
WGK 독일 1
RTECS 번호 RU4375000
F 고인화성물질 3-10
TSCA Yes
HS 번호 29362400
기존화학 물질 KE-10821
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

판토텐산칼슘 MSDS


D-(+)-Pantothenic acid calcium salt

판토텐산칼슘 C화학적 특성, 용도, 생산

화학적 성질

D-(+)-Pantothenic acid calcium salt is white crystalline powder

Originator

Calcium D-Pantothenate,Arocor Holdings Inc.

역사

Pantothenic acid (PA), also known as vitamin B5, is essential to all forms of life. Its name is derived from the Greek word pantos that means “everywhere”, which is appropriate for this widely, distributed vitamin.

용도

D-(+)-Pantothenic acid calcium salt is a member of the B complex vitamins; essential vitamin for the biosynthesis of coenzyme A in mammalian cells. Occurs ubiquitously in all animal and plant tissue. The richest common source is liver, but jelly of the queen bee contains 6 times as much as liver. Rice bran and molasses are other good sources.

용도

calcium pantothenate is used as an emollient and to enrich creams and lotions in hair care preparations. This is the calcium salt of pantothenic acid found in liver, rice, bran, and molasses. It is also found in large amounts in royal jelly.

용도

Calcium Pantothenate is a nutrient and dietary supplement which is the calcium chloride double salt of . It is a white powder of bitter taste and has a solubility of 1 g in 3 ml of water. It is used in special dietary foods.

화학 반응

Pantothenic acid is a constituent of coenzyme A, which participates in numerous enzyme reactions. CoA was discovered as an essential cofactor for the acetylation of sulfanilamide in the liver and of choline in the brain.

Manufacturing Process

A mixture of 288 g (4 mols) of isobutyraldehyde, 288 g of methanol was cooled to 10°C and 170 g (2 mols) of 36.6% formalin containing 8.5 g (3% based on isobutyraldehyde) of sodium hydroxide was added dropwise over a 55 minute period to produce alpha,alpha-dimethyl-beta-hydroxy-propionaldehyde. The mixture was stirred for an additional 2 hours at 10-15°C and then contacted with acetic acid to neutralize the catalyst. The excess isobutyraldehyde and methanol were stripped off at a kettle temperature of 50°C at 25 mm. To the residual α,α-dimethyl-beta-hydroxypropionaldehyde a mixture of 260 ml of methanol and 2 g (0.75%) sodium cyanide was added and the solution cooled to 10°C before adding 59.4 g (2.2 mols) of hydrogen cyanide dropwise over a 35 minute period to produce α,γ-dihydroxy-β,β- dimethylbutyronitrile. The mixture was stirred at 10°C for one hour period and then contacted with acetic acid to neutralize the catalyst before stripping off the excess methanol to a kettle temperature of 45°C at 18 mm. The crude cyanohydrin was then hydrolysed by heating with 4 mols of concentrated hydrochloric acid at 80°C for 2 hours, then diluting with an equal volume of water and heating at 100°C for an additional 8 hours. The aqueous mixture was extracted continuously with ethylene dichloride. The solvent was removed, and pantolactone (B. P. 131°C/19 mm, M.P. 61-77°C, 96.5% purity by saponification) was obtained by distillation in 71.5% yield based on formaldehyde and 55% efficiency based on isobutyraldehyde.
26 grams of racemic pantolactone (0.2 mol) and 1.1 grams of sodium methoxide (0.02 mol) contained in 30 ml of methanol, were added to 78.8 grams of 1-brucine (0.2 mol) contained in 156 ml of methanol. The resulting mixture was refluxed for 1.5 hours and allowed to stand at room temperature overnight. After centrifuging, washing with methanol and drying, 65.4 grams of D-(-)-pantolactone 1-brucine (62% of theory based upon all of the racemic pantolactone) melting at 203° to 206°C were obtained. Upon chilling the mother liquor, 13.46 grams of additional complex melting at 175° to 177°C were obtained.
D-(-)-Pantolactone was obtained from the complex in the following manner. The 65.4 grams of complex obtained above were treated with 65 ml of chloroform and 5.35 grams of sodium hydroxide contained in 35 ml of water for one hour at room temperature. The aqueous layer was extracted 6 times with 20 ml portions of chloroform in order to remove the brucine. The sodium pantoate contained in the aqueous layer was relactonized by treatment with 11 ml of concentrated hydrochloric acid. Extraction of the crude D-(-)- pantolactone yielded 15.29 grams. This material was then recrystallized from 7 ml of methyl isobutyl ketone and 7 ml hexane thereby yielding 9.77 grams of D-(-)-pantolactone (37% of theory). The αD25 was -44.8°.
Into a vessel equipped with an agitator and reflux condenser are placed approximately 52 parts by weight of α-hydroxy-β,β-di-methyl-γ-butyrolactone, approximately 36 parts by weight of β-alanine, about 40 parts by weight of diethylamine and about 100 parts by weight of anhydrous methanol. The mixture is stirred and refluxed for about 12 hours until the reaction is complete as evidenced by the dissolution of the β-alanine. To this resulting mass is gradually added 8 parts by weight of calcium metal nodules or pellets and refluxing continued until the metal is dissolved. The diethylamine and alcohol are distilled off until the residue becomes viscous. The viscous residue is dried under vacuum at 100°C. The solid residue recovered, as biologically assayed, indicated a 91% yield of calcium pantothenate.

상표명

Calpan (BASF); Pantholin (Lilly).

Therapeutic Function

Vitamin

일반 설명

The first suggestion for the existance of vitamin B5 came from Carter et al. in 1930; although it was never characterized or isolated. This vitamin is synthesized by most green plants and microorganisms. Excellent sources of the vitamin are liver, egg yolk, whole grains, and fortified ready-to-eat cereals. However, as the original name implies, many foods contain sufficient pantothenic acid to supply dietary needs.
Chemically, pantothenic acid is considered to be aβ-alanine derivative of the asymmetric pantoic acid and thus shows asymmetry. Only the naturally occurring D(+)- stereoisomer (with R configuration) is biologically active and the L(-)-stereoisomer (with S configuration) is inactive. When its carboxylate functional group is attached through an amide linkage with β-mercaptoethylamine, it is known as pantetheine (also spelled pantotheine). The biologically active form of pantothenic acid, CoA, is formed when the terminal alcoholic function of pantetheine is attached to ADP 3'-phosphate.

Clinical Use

The only therapeutic indication for pantothenic acid is intreatment of a known or suspected deficiency of this vitamin.Because of the ubiquitous nature of pantothenic acid, deficiencystates of this vitamin are only seen experimentally byuse of synthetic diets devoid of the vitamin, by use of thevitamin antagonist, ω-methylpantothenic, or both. In a 1991review, Tahiliani and Beinlich described that the mostcommon symptoms associated with pantothenic acid deficiencywere headache, fatigue, and a sensation of weakness.Sleep disturbances and gastrointestinal disturbances, amongothers, were also noted. The most likely setting for pantothenicacid deficiency is in the setting of alcoholism wherea multiple vitamin deficiency exists confounding the exactrole of the pantothenic acid deficiency as compared to theother vitamins. Because a deficiency of a single B vitamin israre, pantothenic acid is commonly formulated in multivitaminor B-complex preparations.

Safety Profile

Moderately toxic by intraperitoneal, subcutaneous, and intravenous routes. Mildly toxic by ingestion. A vitamin. See also CALCIUM COMPOUNDS. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

The salt crystallises as needles from MeOH, EtOH or isoPrOH (with 0.5mol of isoPrOH). It is moderately hygroscopic. The S-benzylisothiuronium salt has m 151-152o (149o when crystallised from Me2CO). [Kagan et al. J Am Chem Soc 79 3545 1957, Wilson et al. J Am Chem Soc 76 5177 1954, Stiller & Wiley J Am Chem Soc 63 1239 1941, Beilstein 4 IV 2569.]

판토텐산칼슘 준비 용품 및 원자재

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