Pantothen - Calcium pantothenate

Caicium Pantothenate USP, FCC, Calcium pantothenate. See Calcium D-pantothenate Calcium D-pantothenate CAS 137-08-6 EINECS/ELINCS 205-278-9 Synonyms Calcium d(+)-N-(a,y-dihydroxy-p,p-dimethylbutyryl)-P-alaninate Calcium N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl-p-alanine Calcium pantothenate d-Calcium pantothenate Calcium d-pantothenate N-(2,4-Di hydroxy-3,3-di methyl buty ryl-P-alan i ne calcium D-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl-p-alanine, calcium salt Extro calcium pantothenate Pantothenate calcium Pantothenic acid, calcium salt Vitamin B Vitamin B, calcium salt Definition Calcium salt of pantothenic acid Empirical C19H34N2O10 Ca Properties Wh. powd., odorless, sweetish taste with si. bitter aftertaste stable in air sol. in water, glycerol insol. in alcohol, chloroform, ether m.w. 490.63 m.p. 170-172 C dec. 195-196 C Toxicology LD50 (oral, mouse) 10 g/kg, (IP, rat) 820 mg/kg, (IV, rat) 830 mg/kg mod. toxic by IP, subcut., and IV routes mildly toxic by ing. TSCA listed... 

Synonyms Calcium d(+)-N-(a,7-dihydroxy-p,p-dimethylbutyryl)-P-alaninate Calcium N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl-P-alanine Calcium pantothenate d-Calcium pantothenate N-(2,4-Dihydroxy-3,3-dimethylbutyryl-P-alanine calcium D-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl-P-alanine, calcium salt Extro calcium pantothenate Pantothenate calcium Pantothenic acid, calcium salt Vitamin Be Vitamin Bg, calcium salt Demition Calcium salt of pantothenic acid Empirical C,9H34N20,g Ca... 

Trade Names Containing Jeechem Shampoo Cone, 1 Pantothenate calcium Pantothenic acid, calcium salt See Calcium D-panto-thenate... 

Valentinite, see Antimony(III) oxide Verdigris, see Copper acetate hydrate Vermillion, see Mercury(II) sulflde Villiaumite, see Sodium fluoride Vitamin B3, see Calcium (+)pantothenate Washing soda, see Sodium carbonate 10-water Whitlockite, see Calcium phosphate Willemite, see Zinc silicate(4—)... 

R)-Pantothenic acid (1) contains two subunits, (R)-pantoic acid and P-alanine. The chemical abstract name is A/-(2,4-dihydroxy-3,3-dimethyl-l-oxobutyl)-P-alanine (11). Only (R)-pantothenic acid is biologically active. Pantothenic acid is unstable under alkaline or acidic conditions, but is stable under neutral conditions. Pantothenic acid is extremely hygroscopic, and there are stabiUty problems associated with the sodium salt of pantothenic acid. The major commercial source of this vitamin is thus the stable calcium salt (3) (calcium pantothenate). 

R)-Calcium pantothenate (3) is prepared by condensing (R)-pantolactone (9) with P-alanine (10) in the presence of base, followed by treatment of the sodium salt (11) with calcium hydroxide. 

An alternative procedure for the preparation of (R)-calcium pantothenate (3) is to condense (R)-pantolactone (9) with the preformed calcium salt (12) of p-alaniue (15). 

For most assays, the incorporated pantothenic acid has to be Hberated en2ymatically. Usually, a combination of pantotheinase and alkaline phosphatase is used to hberate the bound pantothenic acid. The official method for pantothenic acid of the Association of Official Analytical Chemists (AOAC) is the microbiological assay that uses U. Plantarium (A.TCC 8014) as the test organism (71). Samples are extracted at 121°C at pH 5.6—5.7, proteins are precipitated at pH 4.5, and the resulting clear extracts are adjusted to pH 6.8 prior to assay. This procedure is only suitable to determine calcium pantothenate or other free forms of pantothenic acid. 

Pantothenic acid toxicity has not been reported in humans. Massive doses (10 g/d) in humans have produced mild intestinal distress and diarrhea. Acute toxicity was observed in case of mice and rats by using calcium pantothenate at fairly large doses (92). 

The bulk of the industrial supply of the calcium salt of (R)-pantothenic acid is used in food and feed enrichment. Food enrichment includes breakfast cereals, beverages, dietetic, and baby foods. Animal feed is fortified with calcium-(R)-pantothenate which functions as a growth factor. 

The major producers of the calcium salt of pantothenic acid and panthenol are Hoffmann-La Roche, Daiichi, BASF, and Alps. Racemic panthenol is used mainly in hair care products, whereas (R)-panthenol is exclusively used in top-of-the-line, more expensive skin and hair care products. The current (ca 1997) price of (R,3)-panthenol varies between 12 and 18 per kg, that of D-panthenol varies between 30 and 45 per kg, and that of D-calcium pantothenate (Calpan) varies between 22 and 30 per kg. 

CN (/ )-iV-(2,4-dihydroxy-3,3-dimethyl-l-oxobutyl)- 3-alanine calcium salt (2 1) Pantothenic acid... 

C3H3N 107-13-1) see Calcium pantothenate Cibenzoline Cinolazepam Dihydroxydibutyl ether Indecainide lodoxamic acid Maprotiline Nipradilol Ramatroban Sulfaphenazole Tiquizium bromide... 

C3H7NO2 107-95-9) see Balsalazide sodium Calcium pantothenate Pamidronic acid L-alanine benzyl ester... 

C(,H,2CaN204 J6i27-40-Q see Calcium pantothenate DL-alanine ethyl ester hydrochloride (C5H12CINO2 677-27-6) see Pyridoxine (5)-alaninol... 

CgH 7NOj 79-83-4) see Calcium hopantenate n-pantothenic acid methyl ester... 

CNNa 143-33-9) see Alclofenac Alpidem Amphetaminil Atorvastatin calcium Azatadine Calcium pantothenate Carnitine Clopidogrel hydrogensulfate Clortermine Dexrazoxane Diclofenac Diloxanide Edetic acid Epinastine hydrochloride Ethosuximide Ethotoin Fenoprofen Ibuprofen Irbesartan Ketoprofen Lonazolac Mephenytoin Mepindolol Montelukast sodium Nabilone Oxymetazoline Paramethadione Pentorex Saquinavir Suprofen Thiamphenicol Tolmetin Trimazosin Zolpidem sodium cyanoborohydride... 

Available Bulk powder of dimenhydrinate and pantothenic acid, 25 mg tablets of thiamine HC1 weighing 200 mg each, and 500 mg tablets of calcium carbonate weighing 1 g each. 

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