51037-30-0 Usage
Description
Acipimox is a nicotinic acid derivate that structurally related to nicotinic acid. Like nicotinic acid, lowers lipids effectively, but unlike nicotinic acid, acipimox is longer acting and therefore much less prone to produce free fatty acid rebounding. It is usually employed in man in the therapy of hypertriglyceridemia. In addition to its lipid lowering activity, it produces a beneficial elevation of the anti-atherogenic high density lipoprotein subfraction, HDL2. Acipimox is recommended as a lipid-lowering agent to treat hyperlipidemia in patients with noninsulin dependent diabetes mellitus.
Chemical Properties
Yellow Solid
Characteristics
The advantages of acipimox to niacin are as follows:Longer duration of inhibition of hormone-sensitive lipase than niacin.A lower dose (250 mg BD or TDS) of acipimox is required to lower lipid levels and better tolerability with fewer side effects than niacin.Acipimox increases insulin sensitivity, while niacin causes insulin resistance. Thus, acipimox has a favorable role in patients with dyslipidemia and diabetes, whereas niacin is contraindicated in diabetes.Acipimox has adjuvant role in the management of PCOD and increases tissuesensitivity to GH, whereas niacin does not.
Uses
Acipimox is a long-acting antilipemic agent and used for the treatment of hyperlipoproteinemias, in particular hypertriglyceridemias, and as adjunctive therapy for affecting cholesterol metabolism.
Preparation
Synthesis of acipimox: Under cooling and stirring, 78 g of maleic anhydride was dissolved in a solution of 60 ml of chloroform, and 40 ml of 30% hydrogen peroxide was added. After 2 h, 4.8 g of 5-Methyl-2-pyrazinecarboxylic acid was added, and the temperature was kept at 0-5 °C for 2 d. The maleic acid was filtered off. Concentrate to a small volume, add ethyl acetate, and filter to obtain 1.1 g of acipimox, the melting point of which is 178-180 °C.
Brand name
OLBETAM
benefits
1. Act on the liver and adipose tissue, inhibit the lipolysis of adipose tissue, thereby reducing plasma total cholesterol, triglyceride, low-density lipoprotein, and very low-density lipoprotein. 2. Increase high-density lipoprotein in plasma, which is beneficial to the transport and clearance of cholesterol. 3. Increase liver glycogen synthesis and lower blood sugar levels. Asimimox can be used as the first-choice lipid-lowering drug for the treatment of various hyperlipidemias, especially for those with diabetes mellitus with hyperlipidemia.
Biological Activity
Acipimox, also known as olbemox, is a nicotinic acid analog. It functions as an anti-lipolytic drug and vasodilator. Acipimox may be used in various metabolic studies involving insulin and ghrelin. It lowers total cholesterol and total triglycerides, which helps in the treatment of hyperlipidemia.
Clinical Use
Acipimox was introduced in Europe to treat hyperlipidemia in 1985. Acipimox is a weak agonist of GPR109A with micromolar binding and functional activity.Like niacin, acipimox raises HDL-C and triggers vasodilation in humans.However, it remains unclear whether acipimox causes mild hyperglycemia as is observed with niacin.
Side effects
Adverse effects include flushing (associated with Prostaglandin D2), rash, palpitations, and GI disturbances (nausea, dyspepsia, diarrhoea and upper abdominal pain) . Flushing can be reduced by taking aspirin 20-30 min before taking Acipimox. High doses can cause disorders of liver function, impair glucose tolerance and precipitate gout.
Drug interactions
Potentially hazardous interactions with other drugs. It can be combined with powerful hypolipidemic drugs such as fenofibrate and lovastatin to enhance the efficacy and reduce the dose and side effects of the drug. Acyclolimus can improve the efficacy of hypoglycemic drugs, so it is necessary to reduce the dose of hypoglycemic drugs and adjust the dose according to the patient's blood sugar. In antioxidant therapy, it can be used in combination with probucol.
Metabolism
Acipimox is not significantly metabolised and is
eliminated almost completely intact by the urinary route.
Mode of action
Acipimox is a nicotinic acid derivative (methyl-pyrazine-carboxylic-acid-oxide) that acts on the niacin receptor (GPR109A).The mechanism of action is similar to niacin (inhibition of hormone-sensitive lipase). However，the inhibition of hormone-sensitive lipase by acipimox is remarkably longer (9-12 h) than that of niacin (3 h). Similar to niacin, acipimox also lowers the levels of lp(a).
References
[1] Ana T.M.G. Santomauro, Guenther Boden, Maria E.R. Silva, Dalva M. Rocha, Rosa F. Santos, Mileni J.M. Ursich, Paula G. Strassmann and Bernardo L. Wajchenberg, Overnight Lowering of Free Fatty Acids With Acipimox Improves Insulin Resistance and Glucose Tolerance in Obese Diabetic and Nondiabetic Subjects, Diabetes, 1999, vol. 48, 1836-1841[2] K. C. Shih, C. F. Kwok, C. M. Hwu, L. C. Hsiao, S. H. Li, Y. F. Liu, L. T. Ho, Acipimox attenuates hypertriglyceridemia in dyslipidemic noninsulin dependent diabetes mellitus patients without perturbation of insulin sensitivity and glycemic control, Diabetes Research and Clinical Practice, 1997, vol. 36, 113-119
Check Digit Verification of cas no
The CAS Registry Mumber 51037-30-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,0,3 and 7 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 51037-30:
(7*5)+(6*1)+(5*0)+(4*3)+(3*7)+(2*3)+(1*0)=80
80 % 10 = 0
So 51037-30-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O3/c1-4-2-7-5(6(9)10)3-8(4)11/h2-3H,1H3,(H,9,10)
51037-30-0Relevant articles and documents
Methylpyrazine derivative arginine hydrate
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Paragraph 0088-0093, (2021/05/15)
The invention belongs to the technical field of medicine and specifically provides methylpyrazine derivative biological arginine hydrate, a preparation method thereof and application thereof in preparing blood fat reducing medicine. The prepared methylpyrazine derivative biological arginine hydrate disclosed by the invention is radiated by Cu-K alpha, and an X ray diffraction spectrogram represented by 2 theta has the characteristic peaks at the 5.7+/-0.2 degree, 9.1+/-0.2 degree, 16.2+/-0.2 degree, 24.5+/-0.2 degree, 24.8+/-0.2 degree and 27.8+/-0.2 degree positions. The prepared methylpyrazine derivative biological arginine hydrate disclosed by the invention has high stability; the purity basically cannot change when the methylpyrazine derivative biological arginine hydrate is placed ina dissolved state and a solid state; the solubility of the methylpyrazine derivative biological arginine hydrate in different media is 2.5 times of an existing crystal form; furthermore, the methylpyrazine derivative biological arginine hydrate has the advantages of higher bioavailability and better industrial application prospect.
1-2 - di (4 - pyridyl) ethane - acyclomox eutectic
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Paragraph 0060-0061, (2021/10/13)
Provided are a 1,2-bis(4-pyridyl)ethane-acipimox co-crystal and a preparation method therefor. The 1,2-bis(4-pyridyl)ethane-acipimox co-crystal is formed by combining acipimox and 1,2-bis(4-pyridyl)ethane according to a molar ratio of 2:1, and an X-ray diffraction pattern has characteristic peaks at 2θ angles of 9.88±0.2°, 9.1±0.2°, 13.92±0.2°, 24.56±0.2°, 26.12±0.2°, and 26.86±0.2° using Cu-Kα radiation. The co-crystal product is high in purity, high in stability and simple in preparation process.
Methylpyrazine derivative theophylline dihydrate (by machine translation)
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Paragraph 0073-0074; 0077-0082, (2020/08/30)
The invention belongs to the technical field of medicines, and particularly provides methylpyrazine derivative theophylline dihydrate, a preparation method thereof and application thereof in preparation of hypoglycemic drugs. The prepared methylpyrazine derivative theophylline dihydrate uses Cu-Kα radiation, and X-ray diffraction spectrogram expressed 2 θ represents a characteristic peak at 8.0 ±0.2 °, 8.8 ±0.2 ° and 17.7 ±0.2 °. The solubility of the methylpyrazine derivative theophylline dihydrate is good, the solubility in different mediums is 3.5 times of the existing crystal form, the bioavailability is high, and the preparation method has a good industrial application prospect. (by machine translation)
