867-81-2

Basic information

• Product Name: Sodium D-pantothenate
• Synonyms: (r)-n-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-beta-alanine monosodium salt;SODIUM D-PANTOTHENATE;SODIUM PANTHOTENATE;SODIUM PANTOTHENATE;beta-alanine,n-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-,monosodiumsalt,(t;heta)-;monosodiumsalt,d-pantothenicaci;N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-,monosodiumsalt,(R)-.beta.-Alanine
• CAS NO: 867-81-2
• Molecular Formula: C₉H₁₆NO₅*Na
• Molecular Weight: 241.22
• EINECS: 212-768-6
• Product Categories: Biochemistry;Vitamins;Vitamins and derivatives;API
• Mol File: 867-81-2.mol

Chemical Properties

• Melting Point: 171-178 °C(lit.)
• Boiling Point: 551.5 °C at 760 mmHg
• Flash Point: 287.3 °C
• Appearance: /
• Refractive Index: 27 ° (C=5, H2O)
• Storage Temp.: 2-8°C
• Solubility: Water (Slightly)
• CAS DataBase Reference: Sodium D-pantothenate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium D-pantothenate(867-81-2)
• EPA Substance Registry System: Sodium D-pantothenate(867-81-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-48-41-37/38-20/21/22
• Safety Statements: 26-36-45-36/37/39-22-24/25
• Hazardous Substances Data: 867-81-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Sodium D-pantothenate is used as a precursor for the synthesis of coenzyme A, which is essential for various metabolic processes in the body. It aids in the production of energy and supports the proper functioning of the nervous system.
Used in Food Industry:
Sodium D-pantothenate is used as a dietary supplement in foods to ensure adequate intake of vitamin B5. It helps maintain healthy skin, hair, and nails, and supports the body's ability to metabolize fats, carbohydrates, and proteins.
Used in Cosmetic Industry:
Sodium D-pantothenate is used in cosmetic products to promote healthy skin and hair. It helps improve the appearance of skin by maintaining its moisture and elasticity, and it can also be used to strengthen hair and prevent breakage.
Used in Animal Nutrition:
Sodium D-pantothenate is used in animal nutrition to support the health and well-being of livestock. It is an essential nutrient for animals, helping to maintain their energy levels, support their immune system, and promote healthy growth.

References

[1] George A. Burdock, Encyclopedia of Food and Color Additives, volume 3, 1996

Purification Methods

Crystallise the salt from absolute EtOH. It is very hygroscopic (keep in sealed ampoules). The free acid is a viscous hygroscopic oil with [] 25D +37.5o (c 5, H2O), easily destroyed by acids and bases. [Beilstein 4 IV 2569.]

InChI:InChI=1/C9H17NO5.Na/c1-9(2,15)5-6(11)8(14)10-4-3-7(12)13;/h6,11,15H,3-5H2,1-2H3,(H,10,14)(H,12,13);/q;+1/p-1/t6-;/m1./s1

Synthetic route

sodium β-alaninate (16690-93-0) + (R)-Pantolacton (599-04-2) → pantothenic acid sodium salt (867-81-2)

Conditions	Yield
In ethanol for 3h; Reflux;	76.3 g

pantothenic acid sodium salt (867-81-2) + 2,2-dimethoxy-propane (77-76-9) → 3-{[(4R)-2,2,5,5-tetramethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid (167308-62-5)

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 12h;	100%

3,3-dimethyl-4-(tetrahydropyran-2-yloxy)butylamine (616236-11-4) + pantothenic acid sodium salt (867-81-2) → (2R)-N-{2-[3,3-dimethyl-4-(tetrahydropyran-2-yloxy)butylcarbamoyl]ethyl}-2,4-dihydroxy-3,3-dimethylbutyramide (616236-12-5)

Conditions	Yield
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 20℃;	56%

(E)-5-aminopent-2-enoate trifluoroacetate salt (1256165-05-5) + pantothenic acid sodium salt (867-81-2) → ethyl (R,E)-5-(3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanamido)pent-2-enoate (1245941-16-5)

Conditions	Yield
With N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃;	41%

[2H9]-trimethylchlorosilane (20395-57-7) + pantothenic acid sodium salt (867-81-2) → tris([2H9]trimethylsilyl)-(R)-pantothenic acid

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 8h;

N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide (77377-52-7) + pantothenic acid sodium salt (867-81-2) → tris(tert-butyldimethylsilyl)pantothenic acid

Conditions	Yield
With pyridine at 80℃; for 1h;

diethyl cyanophosphonate (2942-58-7) + pantothenic acid sodium salt (867-81-2) + 1-amino-2-propene (107-11-9) → pantothenic acid allyl amide

Conditions	Yield
With concentrated aqueous HCl; triethylamine In water; ethyl acetate	8.03 g (75%)

pantothenic acid sodium salt (867-81-2) → pantothenic acid (79-83-4)

Conditions	Yield
With Amberlite IR-120 (H+-form) In water
With Dowex 50x8 (H+) In water

pantothenic acid sodium salt (867-81-2) → amino(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-bromopropionyloxa(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-bromopropionylamino(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-sulfinatepropionyloxa(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-sulfinatepropionylamino(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-sulfonatepropionyloxa(dethia)pantetheine

Conditions	Yield
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C 5.1: oxygen / water / 18 h / 20 °C 5.2: 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-sulfonatepropionylamino(dethia)pantetheine

Conditions	Yield
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C 5.1: oxygen / water / 18 h / 20 °C 5.2: 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-nitropropionyloxa(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-nitropropionylamino(dethia)pantetheine acetonide

Conditions	Yield
Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-nitropropionyloxa(dethia)pantetheine

Conditions	Yield
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: trifluoroacetic acid / water / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → 2-nitropropionylamino(dethia)pantetheine

Conditions	Yield
Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: trifluoroacetic acid / water / 20 °C View Scheme

pantothenic acid sodium salt (867-81-2) → C14H24N2O12PS(3-)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C 5.1: oxygen / water / 18 h / 20 °C 5.2: 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → 2-sulfonatepropionyloxa(dethia)CoA

Conditions

Yield

Multi-step reaction with 7 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C 5.1: oxygen / water / 18 h / 20 °C 5.2: 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction 7.1: recombinant enzym pJLHis6T-ecCoaD; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / pH 8 / Enzymatic reaction 7.2: 3407 / 20 °C / pH 8 / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → C14H25N3O11PS(3-)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C 5.1: oxygen / water / 18 h / 20 °C 5.2: 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → 2-sulfonatepropionylamino(dethia)CoA

Conditions

Yield

Multi-step reaction with 7 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: sodium hydrogencarbonate; sodium dithionite / water / 0.5 h / 20 °C 5.1: oxygen / water / 18 h / 20 °C 5.2: 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction 7.1: recombinant enzym pJLHis6T-ecCoaD; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / pH 8 / Enzymatic reaction 7.2: 3407 / 20 °C / pH 8 / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → C14H24N3O11P(2-)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: trifluoroacetic acid / water / 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → 2-nitropropionyloxa(dethia)CoA

Conditions

Yield

Multi-step reaction with 7 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: trifluoroacetic acid / water / 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction 7.1: recombinant enzym pJLHis6T-ecCoaD; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / pH 8 / Enzymatic reaction 7.2: 3407 / 20 °C / pH 8 / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → C14H25N4O10P(2-)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: trifluoroacetic acid / water / 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → 2-nitropropionylamino(dethia)CoA

Conditions

Yield

Multi-step reaction with 7 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C 3.1: pyridine / dichloromethane / 12 h / 4 - 20 °C 4.1: 3,5-dihydroxyphenol; potassium nitrite / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: trifluoroacetic acid / water / 20 °C 6.1: ATP; recombinant enzym pJLHis6T-ecCoaA; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / Enzymatic reaction 7.1: recombinant enzym pJLHis6T-ecCoaD; magnesium chloride; sodium chloride / aq. buffer / 2 h / 20 °C / pH 8 / Enzymatic reaction 7.2: 3407 / 20 °C / pH 8 / Enzymatic reaction View Scheme

pantothenic acid sodium salt (867-81-2) → (4R)-N-(3-[(2-hydroxyethyl)amino]-3-oxopropyl)-2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamide (1217509-11-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.25 h / 4 °C 2.2: 12 h / 20 °C View Scheme

Upstream product

• 16690-93-0 sodium β-alaninate 
• 599-04-2 (R)-Pantolacton 

Downstream Products

• 79-83-4 pantothenic acid 

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