14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate

ChemicalBook > CAS DataBase List > 14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate

14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate

Product Name: 14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate
CAS No.: 76958-99-1
Chemical Name: 14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate
Synonyms: Ddhads;Dehydroandrographolide Succinate Potasium Salt;14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate;14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate USP/EP/BP;Kalii Dehydrographolidi Succinas,inhibit,Potassium dehydroandrographolide,Inhibitor;Potassium 4-(((1R,2R,4aR,5R,8aS)-2-((3-carboxypropanoyl)oxy)-1,4a-dimethyl-6-methylene-5-((E)-2-(2-oxo-2,5-dihydrofuran-3-yl)vinyl)decahydronaphthalen-1-yl)methoxy)-4-oxobutanoate;potassium,4-[[(1R,2R,4aR,5R,8aS)-2-(3-carboxypropanoyloxy)-1,4a-dimethyl-6-methylidene-5-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-4-oxobutanoate
CBNumber: CB21312083
Molecular Formula: C28H37KO10
Formula Weight: 572.69
MOL File: 76958-99-1.mol

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14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate Property

form: Solid
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

ChemScene

Product number: CS-0022561
Product name: KaliiDehydrographolidiSuccinas
Purity: 98.70%
Packaging: 5mg
Price: $50
Updated: 2021/12/16

ChemScene

Product number: CS-0022561
Product name: KaliiDehydrographolidiSuccinas
Purity: 98.70%
Packaging: 10mg
Price: $80
Updated: 2021/12/16

ChemScene

Product number: CS-0022561
Product name: KaliiDehydrographolidiSuccinas
Purity: 98.70%
Packaging: 20mg
Price: $140
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb594612
Product name: Dehydroandrographolide Succinate Potasium Salt
Packaging: 20mg
Price: $204
Updated: 2021/12/16

Biorbyt Ltd

Product number: orb594612
Product name: Dehydroandrographolide Succinate Potasium Salt
Packaging: 100mg
Price: $306
Updated: 2021/12/16

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14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate Chemical Properties,Usage,Production

Description

This product was included in national standards for chemical drugs.
Injection, freeze-dried powder injection. Used for viral pneumonia and viral upper respiratory tract infection

Physical properties

Appearance: white to yellowish crystalline powder, odorless, bitter, slightly wetting. Solubility: slightly soluble in ethanol, insoluble in chloroform, dissolved in 1% sodium bicarbonate solution.

History

Andrographolide is unable to satisfy the clinical requirement due to the poor water solubility. Since the 1970s, researchers had tried to increase the water solubility through the introduction of different hydrophilic groups in the structure of lactone and had developed a variety of Andrographis lactone injection. Among them, potassium dehydroandrographolide succinate has the strongest anti-inflammatory and antipyretic effect. The synthetize of potassium dehydroandrographolide succinate is as follow described: the formation starts with andrographolide as an intermediate, after succinic anhydride reaction catalyzed by pyridine, dehydrated andrographolide succinate half ester was formed then reacted in dilute ethanol solution and potassium bicarbonate to form the final production . Potassium dehydroandrographolide succinate is known as natural antibiotics, and its anti-inflammatory effect is the best among the 13 andrographolide injections, which has been listed as the top 10 Chinese emergency medicines by the National Chinese Medicine Administration and has been listed as the first batch of necessary drugs for the National Chinese Hospital of emergency department .

Indications

This product is contained in the Pharmacopoeia of the People’s Republic of China (2010). Injection, freeze-dried powder injection. Used for viral pneumonia and viral upper respiratory tract infection.

Pharmacology

Potassium dehydroandrographolide succinate and potassium sodium dehydroandrographolide succinate have the same substance of active metabolites in the body (andrographolide half ester monopotassium salt). As for antipyretic, anti-inflammatory, and antiviral activity, it can promote the anterior pituitary biosynthesis and release of ACTH and alleviate inflammation through the inhibition of histamineinduced increase in capillary permeability and stimulation to pituitary-adrenal cortical function at the designated site. It can inhibit the binding of DNA with protein in the process of virus replication, as well as inhibit bacterial endotoxin-induced fever. It can inactivate adenovirus, influenza virus, respiratory virus, and other viruses and also inhibit Staphylococcus aureus, Streptococcus aureus, etc. Clinically, it is used for the treatment of upper respiratory tract infection, bronchial pneumonia, viral pneumonia, viral enteritis, and hand, foot, and mouth disease .

Clinical Use

Potassium dehydroandrographolide succinate is widely used in the treatment of viral pneumonia, influenza virus-induced acute upper respiratory tract infection, acute bronchitis, pediatric bronchial pneumonia, dysentery, epidemic encephalitis, and asthma attacks, especially for viral and bacterial respiratory tract infections, and has a significant effect on dysentery, especially for infant pneumonia . Clinically, potassium sodium dehydroandrographolide succinate is mainly used for the treatment of upper respiratory tract infection, bronchial pneumonia, viral pneumonia, viral enteritis, and hand, foot, and mouth disease .

Side effects

The adverse reactions of allergic reactions infusion after intravenous drip of potassium dehydroandrographolide succinate were reported most, some of them emerge of pimples, abdominal pain, vomiting, dizziness, head swelling, severe cases, however the sever of them may occur life-threatening anaphylactic shock. The reactions occurred within 20?min and usually gradually improved in 5–45?min after symptomatic treatment. There are individuals needing 24? min to start to recover. In addition, there is also chance to occur thrombocytopenia, liver damage, blood vessels to stimulate pain, difficulty in breathing, chills, fever, etc. after the use of potassium dehydroandrographolide succinate . Skin allergies and diarrhea often occur in children after intravenous drip of potassium sodium dehydroandrographolide succinate, occasionally allergic shock and liver damage reports. Serious adverse reactions of potassium sodium dehydroandrographolide succinate injection are systemic damage; the main symptoms contain allergic shock, allergic reactions, chills, fever, etc., while skin and accessories damage mainly occur rash, of which 53% of patients is children under the age of 14, 38% of deaths caused by drug-induced allergic shock. According to the 23rd issue of “adverse drug reactions” published by the National Drug Adverse Drug Reaction Center, the irrational use of potassium sodium dehydroandrographolide succinate mainly includes overdose, cross-indications, and allergic constitution .

14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate Preparation Products And Raw materials

Raw materials

Preparation Products

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76958-99-1, 14-deoxy-11,12-didehydroandrographolide 3,19-disuccinateRelated Search:

Neoandrographolide 14-deoxyandrographoside Andrographolide 3-[2-[(1R,4aβ)-2-Methylene-5α-(hydroxymethyl)-5,8aα-dimethyl-6α-hydroxydecalin-1α-yl]ethyl]-2,5-dihydrofuran-2-one Andropanolide ANDROGRAPHOLIDE, DEOXY- Dehydroandrographolide DEHYDROANDROGRAPHOLIDESUCCINATE E,E-8,10-DODECADIEN-1-YL ACETATE 14-DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE 14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate

14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate

Dehydroandrographolide Succinate Potasium Salt

Ddhads

14-deoxy-11,12-didehydroandrographolide 3,19-disuccinate USP/EP/BP

Kalii Dehydrographolidi Succinas,inhibit,Potassium dehydroandrographolide,Inhibitor

potassium,4-[[(1R,2R,4aR,5R,8aS)-2-(3-carboxypropanoyloxy)-1,4a-dimethyl-6-methylidene-5-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-4-oxobutanoate

Potassium 4-(((1R,2R,4aR,5R,8aS)-2-((3-carboxypropanoyl)oxy)-1,4a-dimethyl-6-methylene-5-((E)-2-(2-oxo-2,5-dihydrofuran-3-yl)vinyl)decahydronaphthalen-1-yl)methoxy)-4-oxobutanoate

76958-99-1