6786-09-0

Basic information

• Product Name: (3α)-Cholic acid amide
• Synonyms: (3α)-Cholic acid amide;3α,7α,12α-Trihydroxy-5β-cholan-24-amide;3α,7α,12α-Trihydroxy-5β-cholan-24-oic amide;Cholamide【steroid】
• CAS NO: 6786-09-0
• Molecular Formula: C₂₄H₄₁NO₄
• Molecular Weight: 407.58664
• Mol File: 6786-09-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3α)-Cholic acid amide(CAS DataBase Reference)
• NIST Chemistry Reference: (3α)-Cholic acid amide(6786-09-0)
• EPA Substance Registry System: (3α)-Cholic acid amide(6786-09-0)

Safety Data

• Hazardous Substances Data: 6786-09-0(Hazardous Substances Data)

Upstream product

• 81-25-4 cholic acid 
• 111823-93-9 3α,7α,12α-tris-formyloxy-5β-cholan-24-oic acid amide 
• 475-31-0 glycocholic acid 
• 1448-36-8 methyl cholate 
• 7664-41-7 ammonia 
• 74670-08-9 (3α,5β,7α,12α)-3,7,12-tris(formyloxy)cholan-24-oyl chloride 
• 2216-51-5 (-)-menthol 
• 40248-73-5 3α,7α,12α-trihydroxy-5β-cholanoyl-(24)-azide 

Downstream Products

• 474-25-9 chenodeoxycholic acid 
• 2458-08-4 3α,7α-dihydroxy-12-oxo-5β-cholan-24-oic acid 

Relevant articles and documents

Anion Selective Ion Channel Constructed from a Self-Assembly of Bis(cholate)-Substituted Fumaramide

The self-assembled ion channel constructed from bis(cholate)-substituted fumaramide is reported. Such ion channel formation was favored by intermolecular hydrogen bonding interactions among fumaramide moieties. Fluorescence kinetics experiments and planar bilayer conductance measurements confirmed the selective chloride transport through the channel. Theoretical calculations were done to confirm the hydrogen bonded self-assembly of fumaramides and chloride recognition within the cavity.

Pd- and Cu-catalyzed approaches in the syntheses of new cholane aminoanthraquinone pincer-like ligands

Cu- and Pd-catalyzed arylation of aminocholanes has been described for the first time. While this Cu-catalyzed protocol provides high yields in reactions of aminocholanes with iodoarenes, Pd catalysis was found to be preferable for the reactions of aminoc

Study on the structure-activity relationship of dihydroartemisinin derivatives: Discovery, synthesis, and biological evaluation of dihydroartemisinin-bile acid conjugates as potential anticancer agents

A series of dihydroartemisinin derivatives was synthesized, and their anti-proliferation activity against cancer cells was evaluated. Structure-activity relationship studies led to the discovery of dihydroartemisinin-bile acid conjugates that exhibit broa

Dihydroartemisinin and steroid conjugates, and preparation method and application thereof

The present invention discloses conjugates, having a general formula (I), obtained by condensation of dihydroartemisinin and steroids, or isomers or pharmaceutically acceptable salts or prodrug molecules thereof. The 10-position hydroxyl group of artemisinin and the 3-position hydroxyl group of the steroid compounds are condensed and linked by an ether bond. The invention discloses a preparation method of the compounds, and an application of the compounds in the treatment of autoimmune diseases. The dihydroartemisinin and steroid conjugates of the present invention are novel immunosuppressants, and can be used alone or in combination with other drugs to treat the human autoimmune diseases. The conjugates have the advantages of high curative effect, small toxicity and very broad applicationprospect.

Anti-Diabetic Compounds

The preset invention relates to a new oral anti-diabetic compound prepared by synthesizing a steroid and a guanide or biguanide, which is eliminated via the hepatic route, instead of the renal route, to avoid adverse effects of Metformin, such as renal dysfunction. A pharmaceutical composition comprising the compound of the invention and the method for treating diabetes using the compound are also provided.

SUPRAMOLECULAR COMPLEX FLAVOR IMMOBILIZATION AND CONTROLLED RELEASE

Compositions are provided which contain immobilized flavorants, in the form of supramolecular complexes of flavorant compounds, for flavor delivery. One embodiment relates to the flavorant supramolecular complexes themselves; Other embodiments relate compositions which contain the flavorant supramolecular complexes and a substrate. In particular embodiments, the substrate is smokable, but in other embodiments may be non-smokable or comestible.

Selective C-12 Oxidation of Cholic Acid

Cholic acid amide has been regioselectively oxidized with an equivalent amount of bromine in alkaline methanol to the corresponding 12-oxo derivative (3), presumably via neighbouring N-bromo-amide group participation of an intermediate (2′).

Basic cholane derivatives. XI: Comparison between acid and basic derivatives

A series of hydroxycholan-24-amines was synthesized; the carboxyl group of starting unconjugated bile acids was transformed into a basic moiety [-NH2, -NHCH3, -N(CH3)2, or -NHCH2C6H5] at C-24. Solubilities, acidities, partition coefficients, and critical micellar concentrations were measured and compared with those of the corresponding bile acids. Because the steroid nucleus in the amines is the same as that in the bile acids, most of the physical-chemical properties of the two compound classes were similar. The amines were more soluble than the corresponding acids; solubilities depended mainly on the number of steroid hydroxyls and, to a lesser extent, on the side chain. Amines are strong bases in water, whereas unconjugated bile acids can be classified as weak acids. N-Benzylamino derivatives have higher log P (P is partition coefficient) values, as a consequence of the bulky hydrophobic substituent; the log P values were almost the same for the amines and the bile acids and depended on the steroid hydroxyls. Amines can self- aggregate at an acidic pH and form cationic micelles; the critical micellar concentrations of amines were of the same order of magnitude as those of bile acids. The introduction of a basic function in the side chain of the cholane moiety increased the antimicrobial activity toward most gram-positive strains.

Reactions with Potassium Superoxide 2. Cleavage of N-Acyl-glycine Derivatives

N-Acyl-glycine derivatives are cleaved by the action of potassium superoxide in ether or pyridine solution to give the corresponding carboxamides. - Keywords: Superoxide, Potassium Superoxide, N-Acyl-glycine Derivatives

Antimicrobial activity of cholane compounds. Cholic and deoxycholic acids derivatives (Part 1)

A series of compounds of (3 α, 5 β, 7 α, 12 α) 3, 7, 12-trihydroxy and (3 α, 5 β, 12 α) 3, 12-dihydroxy-cholanic acids was synthesized and their in vitro antibacterial activity was determined against a variety of Gram-negative and Gram-positive strains. Some of the compounds show an interesting antimicrobial activity against Gram-positive strains.