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14721-66-5

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14721-66-5 Usage

Description

Phytanic acid, a saturated 20-carbon branched-chain fatty acid, is exclusively obtained from dietary sources. It plays a significant role in the study of lipid metabolism and has been associated with peroxisomal disorders, such as infantile phytanic acid storage disease and Refsum’s disease, where elevated levels of phytanic acid are observed.

Uses

Used in Biomedical Research:
Phytanic acid is utilized as a research compound for studying lipid metabolism in porcine oocytes. This application aids in understanding the role of phytanic acid in cellular processes and its connection to various peroxisomal disorders.
Used in Diagnostics:
In the field of diagnostics, phytanic acid is used as a biomarker to identify and monitor peroxisomal disorders. Elevated levels of phytanic acid in patients can indicate the presence of diseases such as infantile phytanic acid storage disease and Refsum’s disease, helping healthcare professionals in diagnosis and treatment planning.
Used in Pharmaceutical Development:
Phytanic acid serves as a key component in the development of therapeutic strategies for treating peroxisomal disorders. By understanding its role in these diseases, researchers can develop targeted treatments to manage and alleviate the symptoms associated with elevated phytanic acid levels.
Used in Nutritional Science:
In the field of nutritional science, phytanic acid is studied to understand its role in overall health and metabolism. This knowledge can contribute to the development of dietary recommendations and guidelines for individuals with specific health conditions or those at risk for peroxisomal disorders.

Check Digit Verification of cas no

The CAS Registry Mumber 14721-66-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,7,2 and 1 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14721-66:
(7*1)+(6*4)+(5*7)+(4*2)+(3*1)+(2*6)+(1*6)=95
95 % 10 = 5
So 14721-66-5 is a valid CAS Registry Number.
InChI:InChI=1/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)/t17-,18-,19?/m1/s1

14721-66-5 Well-known Company Product Price

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  • Sigma

  • (P4060)  Phytanic acid  ≥96%, mixture of isomers

  • 14721-66-5

  • P4060-5MG

  • 1,106.82CNY

  • Detail
  • Sigma

  • (P4060)  Phytanic acid  ≥96%, mixture of isomers

  • 14721-66-5

  • P4060-25MG

  • 3,810.69CNY

  • Detail

14721-66-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name phytanic acid

1.2 Other means of identification

Product number -
Other names Hexadecanoic acid, 3,7,11,15-tetramethyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14721-66-5 SDS

14721-66-5Synthetic route

3,7,11,15-tetramethyl-hexadecanol
645-72-7

3,7,11,15-tetramethyl-hexadecanol

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
With potassium permanganate; tetrabutylammomium bromide; acetic acid In water; 1,2-dichloro-ethane at 16℃; for 4.5h; Reflux;94%
With potassium permanganate; tetrabutylammomium bromide; acetic acid In water; 1,2-dichloro-ethane at 16℃; for 4.5h; Reflux;94%
With potassium permanganate; tetrabutylammomium bromide; acetic acid In water; 1,2-dichloro-ethane at 16℃; for 4.5h; Reflux;94%
diethyl ether
60-29-7

diethyl ether

3,7,11,15-tetramethyl-hexadecanol
645-72-7

3,7,11,15-tetramethyl-hexadecanol

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
With sodium disulfite; chromic acid; acetic acid In [(2)H6]acetone; water72.3%
3,7,11,15-tetramethyl-2-hexadecen-1-oic acid
220904-31-4

3,7,11,15-tetramethyl-2-hexadecen-1-oic acid

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
With platinum Hydrogenation;
2,6,10,14-Tetramethyl-pentadecanon-(12)-carbonsaeure-(1)
102464-52-8

2,6,10,14-Tetramethyl-pentadecanon-(12)-carbonsaeure-(1)

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate; diethylene glycol at 195℃;
3,7,11,15-tetramethyl-hexadecanol
645-72-7

3,7,11,15-tetramethyl-hexadecanol

A

phytanic acid
14721-66-5

phytanic acid

B

phytanic acid dihydrophytyl ester

phytanic acid dihydrophytyl ester

3,7,11,15-tetramethyl-2-hexadecen-1-ol
7541-49-3

3,7,11,15-tetramethyl-2-hexadecen-1-ol

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Katalitrische Hydrierung.Hydrogenation
2: chromic acid; glacial acetic acid; KHSO4
View Scheme
Multi-step reaction with 2 steps
1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 4 h / 20 °C / 750.08 Torr
2: tetrabutylammomium bromide; acetic acid; potassium permanganate / water; 1,2-dichloro-ethane / 4.5 h / 16 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; platinum(IV) oxide / tetrahydrofuran / 4 h / 20 °C / 750.08 Torr
2: tetrabutylammomium bromide; acetic acid; potassium permanganate / water; 1,2-dichloro-ethane / 4.5 h / 16 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; platinum(IV) oxide / tetrahydrofuran / 4 h / 20 °C / 750.08 Torr
2: tetrabutylammomium bromide; acetic acid; potassium permanganate / water; 1,2-dichloro-ethane / 4.5 h / 16 °C / Reflux
View Scheme
2,6,10,14-Tetramethyl-pentadecanon-(12)-carbonsaeure-(1)-methylester
102899-50-3

2,6,10,14-Tetramethyl-pentadecanon-(12)-carbonsaeure-(1)-methylester

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH / methanol
2: KOH, diethylene glycol, aq. N2H4 / 195 °C
View Scheme
phytol
150-86-7

phytol

phytanic acid
14721-66-5

phytanic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / water; ethanol / 72 h / 20 °C
2: Jones reagent / acetone / 0.5 h / 0 °C
View Scheme
phytanic acid
14721-66-5

phytanic acid

L-proline methyl ester monohydrochloride
2133-40-6

L-proline methyl ester monohydrochloride

C26H49NO3

C26H49NO3

Conditions
ConditionsYield
Stage #1: phytanic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 0.25h;
Stage #2: L-proline methyl ester monohydrochloride In chloroform at 20℃; for 18h;
95%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 0 - 20℃; for 18.25h;95%
Stage #1: phytanic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 0.25h;
Stage #2: L-proline methyl ester monohydrochloride In chloroform at 20℃; for 18h;
95%
phytanic acid
14721-66-5

phytanic acid

L-proline methyl ester monohydrochloride
2133-40-6

L-proline methyl ester monohydrochloride

C26H49NO3

C26H49NO3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 18.25h;95%
3-Amino-1,2-propanediol
616-30-8, 13552-31-3

3-Amino-1,2-propanediol

phytanic acid
14721-66-5

phytanic acid

N-(3',7',11',15'-tetramethyl-hexadecanoyl)-3-amino-1,2-propanediol

N-(3',7',11',15'-tetramethyl-hexadecanoyl)-3-amino-1,2-propanediol

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h;88%
formaldehyd
50-00-0

formaldehyd

dichloromethane hexane

dichloromethane hexane

phytanic acid
14721-66-5

phytanic acid

chloromethyl 3,7,11,15-tetramethyl-1-hexadecanoate

chloromethyl 3,7,11,15-tetramethyl-1-hexadecanoate

Conditions
ConditionsYield
With Zinc chloride In dichloromethane; chloroform66.1%
phytanic acid
14721-66-5

phytanic acid

N-(1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)pent-4-ynamide
1638195-92-2

N-(1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)pent-4-ynamide

2-(pent-4-ynamido)-2-(((3,7,11,15-tetramethylhexadecanoyl)oxy)methyl)propane-1,3-diyl bis(3,7,11,15-tetramethylhexadecanoate)

2-(pent-4-ynamido)-2-(((3,7,11,15-tetramethylhexadecanoyl)oxy)methyl)propane-1,3-diyl bis(3,7,11,15-tetramethylhexadecanoate)

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 18h;61%
phytanic acid
14721-66-5

phytanic acid

Propargylamine
2450-71-7

Propargylamine

3,7,11,15-tetramethyl-N-(prop-2-yn-1-yl)hexadecanamide

3,7,11,15-tetramethyl-N-(prop-2-yn-1-yl)hexadecanamide

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 18h;60%
prop-2-yn-1-yl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate
873849-85-5

prop-2-yn-1-yl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate

phytanic acid
14721-66-5

phytanic acid

2-methyl-2-((prop-2-yn-1-yloxy)carbonyl)propane-1,3-diyl bis(3,7,11,15-tetramethylhexadecanoate)

2-methyl-2-((prop-2-yn-1-yloxy)carbonyl)propane-1,3-diyl bis(3,7,11,15-tetramethylhexadecanoate)

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 18h;52%
phytanic acid
14721-66-5

phytanic acid

3,7,11,15-tetramethyl-hexadecanol
645-72-7

3,7,11,15-tetramethyl-hexadecanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether
phytanic acid
14721-66-5

phytanic acid

2,6,10,14-Tetramethyl-pentadecylamine

2,6,10,14-Tetramethyl-pentadecylamine

Conditions
ConditionsYield
With sodium azide; sulfuric acid In chloroform
2-Methylthiophene
554-14-3

2-Methylthiophene

phytanic acid
14721-66-5

phytanic acid

3,7,11,15-Tetramethyl-1-(5-methyl-thiophen-2-yl)-hexadecan-1-one

3,7,11,15-Tetramethyl-1-(5-methyl-thiophen-2-yl)-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
2,3-dimethylthiophene
632-16-6

2,3-dimethylthiophene

phytanic acid
14721-66-5

phytanic acid

1-(4,5-Dimethyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

1-(4,5-Dimethyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
2-ethylthiophene
872-55-9

2-ethylthiophene

phytanic acid
14721-66-5

phytanic acid

1-(5-Ethyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

1-(5-Ethyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
2,4-dimethylthiophene
638-00-6

2,4-dimethylthiophene

phytanic acid
14721-66-5

phytanic acid

1-(3,5-Dimethyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

1-(3,5-Dimethyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
2-propylthiophene
1551-27-5

2-propylthiophene

phytanic acid
14721-66-5

phytanic acid

3,7,11,15-Tetramethyl-1-(5-propyl-thiophen-2-yl)-hexadecan-1-one

3,7,11,15-Tetramethyl-1-(5-propyl-thiophen-2-yl)-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
2-butylthiophene
1455-20-5

2-butylthiophene

phytanic acid
14721-66-5

phytanic acid

1-(5-Butyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

1-(5-Butyl-thiophen-2-yl)-3,7,11,15-tetramethyl-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
3-Methylthiophene
616-44-4

3-Methylthiophene

phytanic acid
14721-66-5

phytanic acid

3,7,11,15-Tetramethyl-1-(4-methyl-thiophen-2-yl)-hexadecan-1-one

3,7,11,15-Tetramethyl-1-(4-methyl-thiophen-2-yl)-hexadecan-1-one

Conditions
ConditionsYield
With oxalyl dichloride; tin(IV) chloride In dichloromethane; N,N-dimethyl-formamide
phytanic acid
14721-66-5

phytanic acid

4-Methyl-2-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

4-Methyl-2-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme
phytanic acid
14721-66-5

phytanic acid

2-Methyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

2-Methyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme
phytanic acid
14721-66-5

phytanic acid

2,3-Dimethyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

2,3-Dimethyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme
phytanic acid
14721-66-5

phytanic acid

2-Ethyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

2-Ethyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme
phytanic acid
14721-66-5

phytanic acid

3,5-Dimethyl-2-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

3,5-Dimethyl-2-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme
phytanic acid
14721-66-5

phytanic acid

2-Propyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

2-Propyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme
phytanic acid
14721-66-5

phytanic acid

2-Butyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

2-Butyl-5-(3,7,11,15-tetramethyl-hexadecyl)-thiophene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (COCl)2, SnCl4 / CH2Cl2; dimethylformamide
2: AlCl3, LiAlH4 / diethyl ether
View Scheme

14721-66-5Relevant articles and documents

Lanthanide phytanates: Liquid-crystalline phase behavior, colloidal particle dispersions, and potential as medical imaging agents

Conn, Charlotte E.,Panchagnula, Venkateswarlu,Weerawardena, Asoka,Waddington, Lynne J.,Kennedy, Danielle F.,Drummond, Calum J.

, p. 6240 - 6249 (2010)

Lanthanide salts of phytanic acid, an isoprenoid-type amphiphile, have been synthesized and characterized. Elemental analysis and FTIR spectroscopy were used to confirm the formed product and showed that three phytanate anions are complexed with one lanthanide cation. The physicochemical properties of the lanthanide phytanates were investigated using DSC, XRD, SAXS, and cross-polarized optical microscopy. Several of the hydrated salts form a liquid-crystalline hexagonal columnar mesophase at room temperature, and samarium(III) phytanate forms this phase even in the absence of water. Select lanthanide phytanates were dispersed in water, and cryo-TEM images indicate that some structure has been retained in the dispersed phase. NMR relaxivity measurements were conducted on these systems. It has been shown that a particulate dispersion of gadolinium(III) phytanate displays proton relaxivity values comparable to those of a commercial contrast agent for magnetic resonance imaging and a colloidal dispersion of europium(III) phytanate exhibits the characteristics of a fluorescence imaging agent.

COMPOSITIONS IN THE FORM OF AN INJECTABLE AQUEOUS SOLUTION COMPRISING AMYLIN, AN AMYLIN RECEPTOR AGONIST OR AN AMYLIN ANALOGUE AND A CO-POLYAMINO ACID

-

Paragraph 1041-1044, (2019/09/20)

A composition in the form of an injectable aqueous solution, the pH of which is comprised from 6.0 to 8.0, including at least: a) amylin, an amylin receptor agonist or an amylin analogue;b) a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy, said co-polyamino acid being constituted of glutamic or aspartic units and said hydrophobic radicals Hy being according to formula I below: [in-line-formulae]*?GpR?r?GpA?a?GpC)p ??Formula I[/in-line-formulae] wherein the composition does not comprise a basal insulin the isoelectric point pI of which is comprised from 5.8 to 8.5. It also relates to a composition wherein it further includes prandial insulin.

INJECTABLE SOLUTION AT PH 7 COMPRISING AT LEAST ONE BASAL INSULIN WHEREIN THE PI IS COMPRISED FORM 5.8 TO 8.5 AND A CO-POLYAMINO ACID BEARING CARBOXYLATE CHARGES AND HYDROPHOBIC RADICALS

-

Paragraph 1268; 1272; 1273; 1274; 1275; 1276, (2019/09/20)

In one embodiment, the composition according to the invention is characterized in that the co-polyamino acid bearing carboxylate charges and at least one hydrophobic radical -Hy is chosen among the co-polyamino acids according to formula XXXb hereinafter: wherein, D represents, independently, either a group —CH2— (aspartic acid) or a group —CH2—CH2— (glutamic acid),X represents a cationic entity chosen in the group comprising alkali cations,Rb and Rb′, identical or different, are either a hydrophobic radical -Hy, or a radical chosen in the group consisting of an H, a C2 to C10 linear acyl group, a C3 to C10 branched acyl group, a benzyl, a terminal “amino acid” unit and a pyroglutamate, at least one of Rb and R′b is a hydrophobic radical -Hy,Q and Hy are as defined above.n+m represents the degree of polymerization DP of the co-polyamino acid, namely the mean number of monomeric units per co-polyamino acid chain and 5≤n+m≤250.

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