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Idebenon CAS 58186-27-9

Molecular Formula: C19H30O5

Formula Weight: 338.44

ZSpharmac: Idebenon Raw Material Supplier

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Product Name: Idebenon
CAS No: 58186-27-9
Purity: 99%

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Basic Info

Product Name:Idebenon
Other Names:Idebenone
CAS:58186-27-9
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Cosmetic Raw Materials
Appearance:Orange Powder
EINECS No.:1308068-626-2
Storage:Room Temp
Provide:Idebenon MSDS;
Idebenon COA

What is Idebenon?

Idebenone (IDBN), also known as 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylbenzoquinone, was developed and introduced to the market by Takeda Pharmaceutical Co., Ltd. in Japan in 1986. This compound is classified as an intelligence-promoting drug, as it enhances the functioning of the thread-pulling mechanism, improves brain metabolism and dysfunction, and increases glucose utilization and ATP production in the brain. Additionally, it plays a crucial role in enhancing the metabolism of serotonin, a neurotransmitter, while also exhibiting potent antioxidant and free radical scavenging properties. Clinically, it is primarily used for the treatment of various degenerative diseases of the central nervous system associated with oxidative stress, including Parkinson’s disease, Alzheimer’s disease, multi-infarct dementia, cerebral anemia, and brain failure. Furthermore, it is employed in the treatment of Friedrich’s disease, a form of ataxia. Idebenone also finds application in cosmetic formulations, where it acts as a scavenger of free radicals, inhibits lipid peroxidation and inflammation, prevents DNA damage, provides photoprotection, and reduces pigmentation.

Idebenon Property

Melting point 52-550C
Boiling point 497.3±45.0 °C(Predicted)
density 1.08±0.1 g/cm3(Predicted)
storage temp. room temp
solubility Soluble in DMSO (up to 25 mg/ml).
pka15.20±0.10(Predicted)
color Orange

 

Idebenon Pharmacodynamics

Idebenone is a medication that enhances brain metabolism and improves mental symptoms. It has the ability to stimulate mitochondrial respiratory activity in the brain, correct disorders in brain energy metabolism, and alleviate various neurological symptoms, mood disorders, and cognitive dysfunctions in animals with stroke and experimental cerebral ischemia.

1. Improvement of brain dysfunction during cerebral ischemia:
– In spontaneously hypertensive rats (SHRSP) prone to stroke, Idebenone improves the sequelae of stroke symptoms and emotional disorders, such as reduced spontaneous movement and increased susceptibility to stimulation. It also has a positive effect on limb paralysis and other motor impairments.
– Idebenone improves passive avoidance response disorder in rats with experimental cerebral infarction, transient cerebral ischemia, and damage to the forebrain bases on both sides.
– It delays the onset of spasm and death in SHRSP after bilateral common carotid artery ligation and extends the survival time of hypoxemic mice.
– Idebenone increases the levels of acetylcholine and improves the metabolism of 5-hydroxytryptamine in rats with experimental transient cerebral ischemia. It also enhances the levels of monoamine metabolites in the cerebrospinal fluid of patients with cerebrovascular disorders.

2. Improvement of cerebral energy metabolism disorders during cerebral ischemia:
– Idebenone inhibits the decrease in ATP levels and the increase in lactic acid in the brains of SHRSP rats with bilateral common carotid artery ligation and rats with experimental transient cerebral ischemia.
– It restores the low glucose utilization rate in the brains of rats after stroke and in rats with damaged brain bases.

3. Activation of brain mitochondrial respiratory activity:
– Idebenone restores succinic acid and NADH oxidase activities in mitochondrial samples of injured dog brains, thereby activating respiratory activity.
– It also activates the electron transport system function of rat brain mitochondria.
– In vivo, Idebenone inhibits the generation of lipid peroxide in rat and dog brain mitochondria, preventing mitochondrial membrane disorders and maintaining their function.

In summary, Idebenone is a beneficial medication that improves brain metabolism, corrects energy metabolism disorders, and activates mitochondrial respiratory activity in the brain. It effectively alleviates various neurological symptoms, mood disorders, and cognitive dysfunctions in animals with stroke and experimental cerebral ischemia.

Idebenon Production Methods

Method 1: In this method, 3,4,5-trimethoxytoluene, 10-acetoxydecanoyl chloride, and aluminum trichloride are combined in dichloroethane. The mixture is cooled in an ice bath and stirred for 2 hours, followed by stirring at room temperature for 70 hours. The resulting mixture is poured into ice water and extracted with methylene chloride. It is then washed with water and dried. The solvent is evaporated to yield 6-(10-acetoxy-1-oxodecyl)-2,3-dimethoxy-5-methylphenol, which is obtained as a light brown oil. Methanol and sodium hydroxide are added to the crude product and stirred at room temperature for 2 hours. The solvent is evaporated, water is added, and the pH is adjusted to 3 with hydrochloric acid. The resulting precipitated crystals are filtered and dried under vacuum. The crude product is dissolved in chloroform and separated using a silica gel column. Impurities are eluted using chloroform-methanol (95:5), followed by elution of the desired components using chloroform-methanol (90:10). The collected components are then evaporated and recrystallized from hexane (1:3) to obtain white crystalline 6-(10-hydroxy-1-oxodecyl)-2,3-dimethoxy-5-methylphenol, which has a melting point of 66.5~68°C. The yield is 63.1% (based on 3,4,5-trimethoxytoluene). The above product is hydrogenated together with acetic acid, 5% Pd-C, and 70% perchloric acid at room temperature and normal pressure for more than 20 hours. The catalyst is filtered off and the mixture is concentrated. Dichloromethane is added and washed twice with 5% sodium bicarbonate, then dried. The solvent is evaporated to obtain 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylphenol as a light-colored oil, with a yield of 95%. The oil is then stirred with freshly prepared Frerny’s salt, dimethylformamide-water-methanol (1:1:1), and a small amount of potassium dihydrogen phosphate at 50°C for 7 hours. After the reaction is complete, water is added to dilute the mixture, which is then extracted with dichloromethane. The extract is washed twice with water and dried. The solvent is evaporated and the resulting product is recrystallized with n-hexane-diethyl ether (3:1) to obtain orange-red needle-like crystalline Idebenone with a melting point of 54~55°C. The yield is 69.6%.

Method 2: In this method, the acylation reaction is carried out using the acid chloride of 3,4,5-trimethoxytoluene and monoethyl sebacate, catalyzed by aluminum trichloride. The acylation occurs at the 2-position, followed by hydrolysis. The resulting product is then reduced to generate 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid. This acid is then oxidized to quinone and subsequently esterified with ethanol. The ester group is then reduced to hydroxyl to obtain Ideone. The overall process is similar to Method 1, with the only difference being the order of oxidation to quinone and reduction of the side chain.

Contact Us

About Products:
If you need the cosmetic raw material Idebenon, please contact our service staff directly, we will provide you with high-quality products at the best price.
Our company, as an experienced Idebenon manufacturer and supplier, ZSpharmac will provide Idebenon raw materials to customers around the world for a long time.
Over the years, the company has adhered to the spirit of “integrity management, strict quality control, and customer first” and has won unanimous praise from customers at home and abroad.

Company Profile and Corporate Culture

Company Profile:

ZhiShang Chemical is owned by ZhiShang Group is a professional new-type chemicals enterprise combined into research and development, production and sales .

The company’s competitive product is pharmaceutical raw materials and intermediates (especially carbohydrate derivatives Series), In recent years, the company has made a major breakthrough in food and feed additives, plant extraction, industrial chemicals industry .

The company insists on the spirit of “sincere management, strict quality control, customer as god” , get consistent high praise from customers at home and abroad.

Corporate Culture:

OUR MISSION
Help China Chemicals to benefit the happiness of human life
OUR VISSION
Become the most trusted chemical supplier in the world
OUR BUSINESS PHILOSOPHY
Striver – oriented, enrich employees, customer first, deep service, seek development
OUR VALUES
Be prepared for danger in times of peace, forge ahead actively, unity and cooperation, and be brave to fight

About Us

The production base is located in Zhangqiu chemical industry park and Tai’an high-tech chemical industry park. laboratory and workshop in strict accordance with the GMP standard and the product fit national ISO9001 and ISO2000 standards.

“Zhishang” products are exported to Europe, North and South America, the Middle East, Asia Pacific and Africa area, so as to establish a long-term and stable cooperation relationship with customer in the world.

Company Info
  • Business Type: Manufacturer
  • Product Range: Cosmetic raw materials
  • Products/Service:Cosmetic raw materials (flavors and fragrances,antioxidant products, moisturizing and hydrating, whitening agents, cosmetic additives)
  • Total Employees: 51~100
  • Capital (Million US $): 10000000RMB
  • Year Established: 2016
Production Capacity
  • No. of Production Lines : 8
  • No. of QC Staff : 5 -10 People
  • OEM Services Provided : yes
  • Factory Size (Sq.meters) : 3,000-5,000 square meters
  • Certificate: ISO9001 , CE , GMP , API , MSDS
  • Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.

Service

Pre-Sales Service

* Prompt reply and 24 hours online, professional team to provide best price and high quality product.

* Sample testing support.

* Every batch of products will be tested to ensureits quality.

*The packing also can be according the customers` requirment.

*Any inquiries will be replied within 24 hours.

*we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate. If your markets have any special requirements, let us know.

 

After-Sales Service

*The fact of logistics information monitoring.

* Any questions about the product can be consulted at any time.

*Product has any problem can return.

FAQ

Do you accept sample order?

We will make samples before mass production, and after sample approved, we’ll begin mass production. Doing 100% inspection during production, then do random inspection before packing.

 

HOW TO CONFIRM THE PRODUCT QUALITY BEFORE PLACING ORDERS?

You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples. You can send us your product specifications and requests,we will manufacture the products according to your requests.

What’s your MOQ?

Our MOQ is 1kg. But usually we accept less quantity such as 100g on the condition that sample charge is 100% paid.

Do you supply product report?

Yes. We’ll give you product analysis report before shipping.

  Is there a discount?

Different quantity has different discount.

Shipping

1. ≤50kg, Express delivery recommended, usually called as DDU service;

2. ≤500kg, Air shipping recommended, usually called as FOB, CFR, or CIF service;

3. >500kg, sea shipping recommended, usually called as FOB, CFR, or CIF service;

4. For high value products, please select air shipping and express delivery for safe.

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