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87272-20-6

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87272-20-6 Usage

Description

MEDICA 16 is a β,β''-dimethyl hexadecanedioic acid which exhibits hypolipidemic and antidiabetogenic effects in the rat. In animals that were fed a diet which was 0.25% MEDICA 16 by weight, the hypolipidemic effect consisted of a 70-80% decrease in plasma chylomicrons and VLDL-triacylglycerols as well as a 40-60% decrease in plasma VLDL-cholestrol.

Uses

Different sources of media describe the Uses of 87272-20-6 differently. You can refer to the following data:
1. MEDICA 16 is a β,β'-dimethyl hexadecanedioic acid which exhibits hypolipidemic and antidiabetogenic effects in the rat. In animals that were fed a diet which was 0.25% MEDICA 16 by weight, the hypolipidemic effect consisted of a 70-80% decrease in plasma chylomicrons and VLDL-triacylglycerols as well as a 40-60% decrease in plasma VLDL-cholestrol.
2. MEDICA 16 is a malic enzyme and mitochondrial glycerol-3-phosphate dehydrogenase inducer.

Check Digit Verification of cas no

The CAS Registry Mumber 87272-20-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,2,7 and 2 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 87272-20:
(7*8)+(6*7)+(5*2)+(4*7)+(3*2)+(2*2)+(1*0)=146
146 % 10 = 6
So 87272-20-6 is a valid CAS Registry Number.
InChI:InChI=1/C20H38O4/c1-19(2,15-17(21)22)13-11-9-7-5-6-8-10-12-14-20(3,4)16-18(23)24/h5-16H2,1-4H3,(H,21,22)(H,23,24)

87272-20-6 Well-known Company Product Price

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  • Sigma

  • (M5693)  MEDICA 16  powder, ≥97% (HPLC)

  • 87272-20-6

  • M5693-5MG

  • 1,368.90CNY

  • Detail

87272-20-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,3,14,14-tetramethylhexadecanedioic acid

1.2 Other means of identification

Product number -
Other names 3,3,14,14-Tetramethylhexanedecanedioic acid

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:87272-20-6 SDS

87272-20-6Synthetic route

C22H38O8
87272-21-7

C22H38O8

Medica 16
87272-20-6

Medica 16

Conditions
ConditionsYield
at 190℃; for 1h;
Medica 16
87272-20-6

Medica 16

A

bis-(alpha-bromoacid chloride)

bis-(alpha-bromoacid chloride)

B

2,15-dibromo-3,3,14,14-tetramethylhexadecanedioic acid
87272-32-0

2,15-dibromo-3,3,14,14-tetramethylhexadecanedioic acid

Conditions
ConditionsYield
With bromine In tetrachloromethane; thionyl chlorideA 89%
B n/a
Medica 16
87272-20-6

Medica 16

3,3,14,14-tetramethyl-1,16-hexadecanedioic acid chloride
87272-31-9

3,3,14,14-tetramethyl-1,16-hexadecanedioic acid chloride

Conditions
ConditionsYield
With thionyl chloride at 75℃; for 1h;
With thionyl chloride; N,N-dimethyl-formamide In ethanol for 2.5h; Heating / reflux;
Medica 16
87272-20-6

Medica 16

isopropyl alcohol
67-63-0

isopropyl alcohol

A

bis(1-methylethyl) 2,15-dichloro-3,3,14,14-tetramethyl-1,16-hexadecanedioate
110653-39-9

bis(1-methylethyl) 2,15-dichloro-3,3,14,14-tetramethyl-1,16-hexadecanedioate

B

bis(1-methylethyl) 2,2,15-trichloro-3,3,14,14-tetramethyl-1,16-hexadecanedioate
110653-40-2

bis(1-methylethyl) 2,2,15-trichloro-3,3,14,14-tetramethyl-1,16-hexadecanedioate

Conditions
ConditionsYield
With N-chloro-succinimide 1.) SOCl2, reflux, 7 h; 2.) CCl4, RT, 48 h; Yield given. Multistep reaction. Yields of byproduct given;
Medica 16
87272-20-6

Medica 16

dimethyl 2,15-dibromo-3,3,14,14-tetramethyl-1,16-hexadecanedioate
103198-99-8

dimethyl 2,15-dibromo-3,3,14,14-tetramethyl-1,16-hexadecanedioate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
View Scheme
Medica 16
87272-20-6

Medica 16

2,15-difluoro-3,3,14,14-tetramethylhexadecanedioic acid

2,15-difluoro-3,3,14,14-tetramethylhexadecanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
4: 1) tetrabutylammonium fluoride, 2) MeOH, H2SO4 / 1) 60 deg C, 20 h
5: 38 percent / tetrabutylammonium fluoride / 16 h / 60 °C
View Scheme
Medica 16
87272-20-6

Medica 16

2,15-dibromo-3,3,14,14-tetramethylhexadecanedioic acid
87272-32-0

2,15-dibromo-3,3,14,14-tetramethylhexadecanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
3: 60 percent / H2O / 20 h / Heating
View Scheme
With potassium hydroxide; N-Bromosuccinimide; thionyl chloride; hydrogen bromide In methanol; tetrachloromethane; dichloromethane
Medica 16
87272-20-6

Medica 16

2,15-dibromo-3,3,14,14-tetramethyl hexadecane-1,16-dioyl chloride
87272-25-1

2,15-dibromo-3,3,14,14-tetramethyl hexadecane-1,16-dioyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
View Scheme
Medica 16
87272-20-6

Medica 16

2,15-dihydroxy-3,3,14,14-tetramethylhexadecanedioic acid

2,15-dihydroxy-3,3,14,14-tetramethylhexadecanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
3: 60 percent / H2O / 20 h / Heating
4: 62 percent / KOH / H2O / 20 h / Heating
View Scheme
Medica 16
87272-20-6

Medica 16

dimethyl 2,15-difluoro-3,3,14,14-tetramethylhexadecanedioate
122332-96-1

dimethyl 2,15-difluoro-3,3,14,14-tetramethylhexadecanedioate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
4: 1) tetrabutylammonium fluoride, 2) MeOH, H2SO4 / 1) 60 deg C, 20 h
View Scheme
Medica 16
87272-20-6

Medica 16

2,15-dimethoxy-3,3,14,14-tetramethylhexadecanedioic acid

2,15-dimethoxy-3,3,14,14-tetramethylhexadecanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: SOCl2 / 1 h / 75 °C
2: 84 percent / Br2 / CCl4 / 20 h / Heating; Irradiation
3: 60 percent / H2O / 20 h / Heating
4: 59 percent / methanol / 96 h
View Scheme
Medica 16
87272-20-6

Medica 16

bis(1-methylethyl) 2,15-dibromo-2,15-dichloro-3,3,14,14-tetramethyl-1,16-hexadecanedioate
110653-45-7

bis(1-methylethyl) 2,15-dibromo-2,15-dichloro-3,3,14,14-tetramethyl-1,16-hexadecanedioate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) N-chlorosuccinimide (NCS) / 1.) SOCl2, reflux, 7 h; 2.) CCl4, RT, 48 h
2: 1.) LDA; 2.) CBr4 / 1.) hexane, THF, -78 deg C, 30 min; 2.) THF, hexane, -78 deg C to RT, 10 h
View Scheme
Medica 16
87272-20-6

Medica 16

diethyl 3,3,14,14-tetramethyl-1,16-hexadecanedioate

diethyl 3,3,14,14-tetramethyl-1,16-hexadecanedioate

Conditions
ConditionsYield
With thionyl chloride In ethanol
Medica 16
87272-20-6

Medica 16

methyl iodide
74-88-4

methyl iodide

2,3,3,14,14,15-hexamethyl-hexadecane-1,16-dioic acid

2,3,3,14,14,15-hexamethyl-hexadecane-1,16-dioic acid

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium; diisopropylamine In tetrahydrofuran; methanol; hexane; dichloromethane
With hydrogenchloride; n-butyllithium; diisopropylamine In tetrahydrofuran; methanol; hexane; dichloromethane

87272-20-6Upstream product

87272-20-6Downstream Products

87272-20-6Relevant articles and documents

CARNITINE CONJUGATES AS DUAL PRODRUGS, METHODS OF PRODUCTION AND USES THEREOF

-

Page/Page column 20; 40-41, (2010/11/30)

The present invention discloses novel dual prodrug compounds of formula (1), methods for their preparation and intermediates in their syntheses, formula (1): wherein A is a single bond, -0-, or -CH2-; m and n vary independently and are an integer from 1 to 15; p and q vary from 0 to an integer from 1 to 4; B is a single bond or -CR3R4; D is formula (2): or formula (3): and X is halogen; R1 to R4 are various substituents selected to optimize the physiochemical and biological properties such as, lipophilicity, bioavailability, and pharmacokinetics of compounds of Formula 1; and R1 and R2 or R3 and R4 may optionally be tethered together to form a 3- to 7-membered alicyclic ring. These compounds are useful for the treatment of various infections, metabolic, cardiovascular and neurological disorders.

Long-chain α,ω-dicarboxylic acids and derivatives thereof and pharmaceutical compositions containing them

-

, (2008/06/13)

A novel class of compounds has been found to be effective in blocking cholesterol and neutral lipid synthesis in-vivo without adversely affecting energy metabolism, useful for the treatment of obesity, hyperlipidemia and maturity-onset diabetes. The active compounds have the general formula STR1 or in-vivo hydrolyzable functional derivatives of the carboxylic groups thereof, wherein R1 and R2 each independently represents an unsubstituted or substituted hydrocarbyl or hetercyclyl radical; X and Y each independently represents hydrogen, optionally substituted lower alkyl, halogen, cyano, carboxy, lower alkoxycarbonyl or carbamoyl; and Q represents a diradical consisting of a linear chain of 8 to 14 carbon atoms, one or more of which may be replaced by heteroatoms, said chain being optionally substituted by inert substituents and one or more of said carbon or heteratom chain members optionally forming part of a ring structure.

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