Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Gemfibrozil
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Gemfibrozil

 EINECS 247-280-2
CAS No. 25812-30-0 Density 1.044 g/cm3
PSA 46.53000 LogP 3.57320
Solubility >0.5g/L(temperature not stated) Melting Point 61-63 °C
Formula C15H22O3 Boiling Point 394.7 °C at 760 mmHg
Molecular Weight 250.338 Flash Point 141.6 °C
Transport Information N/A Appearance White crystalline powder
Safety 36-53-36/37-26-25 Risk Codes 22-63-62-46-36/38-21
Molecular Structure Molecular Structure of 25812-30-0 (Gemfibrozil) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

2,2-Dimethyl-5-(2,5-dimethylphenoxy)valeriansaeure;Lipira;Normolip;2,2-Dimethyl-5-(2,5-xylyloxy)valeric acid;Valeric acid, 2,2-dimethyl-5-(2,5-xylyloxy)-;WL-Gemfibrozil;Gozid;Litarek;Gemfibrozilum [INN-Latin];Pentanoic acid,5-(2,5-dimethylphenoxy)-2,2- dimethyl-;Apo-Gemfibrozil;Lipazil;Regulip;Lanaterom;Gemfibromax;Low-Lip;Gevilon Uno;Gemfibrozil [USAN:BAN:INN];Decrelip;Taborcil;Micolip;CI 719;Lifibron;Sinelip;Ipolipid;Reducel;2,2-Dimethyl-5-(2,5-xylyloxy)valeriansaeure;Gemfibrozil (JAN/USP);CI-719;Fibratol;Jezil;Brozil;Gemfibrozilo [INN-Spanish];Hipolixan;Gemd;Pilder;Gem-S;Lipur;5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid;Fibrocit;Lopid;Pentanoic acid, 5-(2,5-dimethylphenoxy)-2,2-dimethyl-;Ausgem;Gemnpid;Clearol;

Article Data 19

Gemfibrozil Synthetic route

169295-45-8

2,2-dimethyl-5-(2,5-dimethylphenoxy)-3-hydroxypentanoic acid β-lactone

25812-30-0

gemfibrozil

Conditions
ConditionsYield
With sodium tetrahydroborate In N,N-dimethyl-formamide for 12h; Ambient temperature;90%
139483-63-9

1,3-Bis[2.2-dimethyl-5-(2,5-dimethylphenoxy)-pentanoyloxy]-propane

25812-30-0

gemfibrozil

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether; ethanol; water82%

methyl 5-(2,5-dimethylphenoxy)-2,2-dimethyl-pentanoate

25812-30-0

gemfibrozil

Conditions
ConditionsYield
With tetrabutylammomium bromide; water; sodium hydroxide at 73 - 75℃; for 3h; Inert atmosphere;77.6%
With sodium hydroxide In dimethyl sulfoxide; toluene for 4h;860 mg
39938-97-1

5-(2,5-dimethylphenoxy)-2,2-dimethylpentanal

25812-30-0

gemfibrozil

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen In acetonitrile at 80℃; under 760.051 Torr; for 10h; Schlenk technique;72%
With potassium carbonate In n-heptane; water
201230-82-2

carbon monoxide

5-(2,5-dimethylphenoxy)-2-methylpentan-2-ol

25812-30-0

gemfibrozil

Conditions
ConditionsYield
With copper(I) oxide; sulfuric acid at -12 - -8℃; for 1.5h;56%
201230-82-2

carbon monoxide

172533-96-9

2-methyl-5-(2,5-dimethylphenoxy)-2-pentene

25812-30-0

gemfibrozil

Conditions
ConditionsYield
With copper(I) oxide; sulfuric acid at -12 - -8℃;47%
201230-82-2

carbon monoxide

5-(2,5-dimethylphenoxy)-2-methylpentan-2-ol

A

25812-30-0

gemfibrozil

B

2,2-dimethyl-5-(2,5-dimethyl-4-sulfophenoxy)pentanoic acid

Conditions
ConditionsYield
With copper(I) oxide; sulfuric acid at 0 - 5℃; for 4h;A n/a
B 2.0 g
201230-82-2

carbon monoxide

172533-96-9

2-methyl-5-(2,5-dimethylphenoxy)-2-pentene

A

25812-30-0

gemfibrozil

B

2,2-dimethyl-5-(2,5-dimethyl-4-formylphenoxy)pentanoic acid

Conditions
ConditionsYield
With sulfuric acid at -16℃; for 24h;A 3.5 g
B 1.5 g

5-(2,5-dimethylphenoxy)-2-methylpentan-2-ol

25812-30-0

gemfibrozil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 66.9 percent / potassium bisulfite / 1.) from 50 to 60 deg C, 5 Torr, 5 min, 2.) from 60 to 120 deg C, 20 min
2: 47 percent / 1.) 98percent H2SO4, Cu2O / -12 - -8 °C
View Scheme
Multi-step reaction with 2 steps
1: 66.9 percent / potassium bisulfite / 1.) from 50 to 60 deg C, 5 Torr, 5 min, 2.) from 60 to 120 deg C, 20 min
2: 3.5 g / 98percent H2SO4 / 24 h / -16 °C
View Scheme
95-87-4

2,5-Dimethylphenol

1-p-xylyl-4-methyl-1.2.3-triazole

1-p-xylyl-4-methyl-1.2.3-triazole

25812-30-0

gemfibrozil

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / aq. NaOH, tetrabutylammonium hydroxide / 24 h / Heating
2: 90 percent / aq. p-TsOH / ethyl acetate / 60 °C
3: 90 percent / ZnCl2 / ethyl acetate / 30 h / 4 °C
4: 90 percent / NaBH4 / dimethylformamide / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 90 percent / aq. NaOH, tetrabutylammonium hydroxide / Heating
2: aq. p-TsOH / ethyl acetate / 0.75 h / 60 °C
3: 90 percent / ZnCl2 / ethyl acetate / 30 h / 4 °C
4: 90 percent / NaBH4 / dimethylformamide / 12 h / Ambient temperature
View Scheme

Gemfibrozil Specification

1. Introduction of Gemfibrozil
Gemfibrozil is one kind of white or off-white crystalline powder. The IUPAC Name of this chemical is 5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoic acid. It belongs to Active Pharmaceutical Ingredients;APIs;Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Intracellular receptor. 

The Classification Code of Gemfibrozil is Antihyperlipidemic; Antilipemic agents; Antimetabolites; Drug / Therapeutic Agent; Human Data; Hypolipidemic Agents; Lipid Regulating Agents; Reproductive Effect; Tumor data.

2. Properties of Gemfibrozil
Physical properties about Gemfibrozil are:
(1)Melting point: 61-63 °C; (2)Index of Refraction: 1.511; (3)Density: 1.044 g/cm3; (4)Flash Point: 141.6 °C; (5)Enthalpy of Vaporization: 68 kJ/mol; (6)Boiling Point: 394.7 °C at 760 mmHg; (7)Vapour Pressure: 6.13E-07 mmHg at 25 °C; (8)Appearance: White crystalline powder; (9)XLogP3-AA: 3.8; (10)H-Bond Donor: 1; (11)H-Bond Acceptor: 3.

3. Structure Descriptors of Gemfibrozil
(1)InChI: InChI=1S/C15H22O3/c1-11-6-7-12(2)13(10-11)18-9-5-8-15(3,4)14(16)17/h6-7,10H,5,8-9H2,1-4H3,(H,16,17)
(2)InChIKey: InChIKey=HEMJJKBWTPKOJG-UHFFFAOYSA-N
(3)Smiles: c1(c(ccc(c1)C)C)OCCCC(C(O)=O)(C)C

4. Toxicity of Gemfibrozil

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 2gm/kg (2000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 25, Pg. 699, 1997.
man TDLo oral 18gm/kg/3Y-I (18000mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"		 Archives of Internal Medicine. Vol. 151, Pg. 1873, 1991.
mouse LD50 oral 2218mg/kg (2218mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toksikologicheskii Vestnik. Vol. (6), Pg. 38, 1995.
rat LD50 intraperitoneal 445mg/kg (445mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toksikologicheskii Vestnik. Vol. (6), Pg. 38, 1995.
rat LD50 oral 1414mg/kg (1414mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 25, Pg. 645, 1997.

5. Physical Properties of Gemfibrozil

Physical Property Value Units Temp (deg C) Source
Melting Point 62 deg C   EXP
log P (octanol-water) 4.770 (none)   EST
Atmospheric OH Rate Constant 8.24E-11 cm3/molecule-sec 25 EST

Or

1.    

orl-rat LD50:4786 mg/kg

     PRSMA4    Proceedings of the Royal Society of Medicine. 69 (Suppl 2)(1976),15.
2.    

orl-mus LD50:3162 mg/kg

     PRSMA4    Proceedings of the Royal Society of Medicine. 69 (Suppl 2)(1976),15.

6. Safety information of Gemfibrozil 
 Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 22-63-62-46-36/38-21 
R21:Harmful in contact with skin. 
R22:Harmful if swallowed. 
R36/38:Irritating to eyes and skin. 
R46:May cause heritable genetic damage. 
R62:Risk of impaired fertility. 
R63:Possible risk of harm to the unborn child.
Safety Statements: 36-53-36/37-26-25 
S25:Avoid contact with eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S36/37:Wear suitable protective clothing and gloves. 
S53:Avoid exposure - obtain special instructions before use.

7. Uses of Gemfibrozil
Gemfibrozil (CAS NO.25812-30-0) is a serum lipid regulating agent used as an  antihyperlipoproteinemic. It is a serum lipid regulating agent used as an antihyperlipoproteinemic. Gemfibrozil helps reduce cholesterol and triglycerides (fatty acids) in the blood. High levels of these types of fat in the blood are associated with an increased risk of atherosclerosis (clogged arteries).

8. Production of Gemfibrozil
(1)2,5-Dimethylphenol and 1-Bromo-3-chloropropane reaction of 1-(2,5-dimethylphenoxy)-3-chloropropane. The reaction is carried out in toluene, adding new clean off reflux 5h. Just as follows:

Production of Gemfibrozil

(2)N/A can be used to manufacture Gemfibrozil.

Production of Gemfibrozil

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 25812-30-0