Rifamycin O | CAS No. 14487-05-9

Rifamycin O

Basic Information

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CAS Number

14487-05-9

Molecular Formula

C39H47NO14

Molecular Weight

753.8 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

171°C (dec.)

Boiling Point

730.16°C (rough estimate)

Flash Point

972.8°Cat760mmHg

Refractive Index

1.5350 (estimate)

Specific Rotation

D20 +71.5° (c = 1 in dioxane)

SMILES

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CC1C=CC=C(C(=O)NC2=CC3(C4=C(C2=O)C(=C(C5=C4C(=O)C(O5)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)OCC(=O)O3)C

InChI

InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,30-,31+,34+,38-,39?/m0/s1

InChIKey

RAFHKEAPVIWLJC-KQOHHTLASA-N

LogP

3.173820000000002

Topological Polar Surface Area

213.44999999999996 Å²

Hydrogen Bond Donor/Acceptor

4 / 15

Complexity

1640

Synonyms & References

English

SCHEMBL18494827
14487-05-9
NSC182391
Q27101853
AKOS024255722
LMPK05000004
CHEBI:16324
(trihydroxy-methoxy-heptamethyl-4-tetraoxo-spiro[1,3-dioxolane-2,[?]-[?]]yl) acetate
KS-1408
Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, gamma-lactone
(2'S,12'Z,14'E,16'S,17'S,18'R,19'R,20'R,21'S,22'R,23'S,24'E)-5',17',19'-trihydroxy-23'-methoxy-2',4',12',16',18',20',22'-heptamethyl-1',4,6',11'-tetraoxo-1',2'-dihydro-6'H-spiro[1,3-dioxolane-2,9'-[2,7](epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan]-21'-yl acetate
C01849
Rifamycin O
DTXSID201023447
RAFHKEAPVIWLJC-KQOHHTLASA-N
RIFAMYCIN-O
Rifamycin-O
4-o-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-rifamycigamma-la
ctone
Rifomycin O
Aceticacid, [(1,2,6,9-tetrahydro-5,9,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,11-trioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-9-yl)oxy]-,g-lactone, 21-acetate (7CI)
Rifomycin O (6CI)
Spiro[1,3-dioxolane-2,9'(6'H)-[2,7](epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan]-1',4,6',11'(2'H)-tetrone,5',17',19',21'-tetrahydroxy-23'-methoxy-2',4',12',16',18',20',22'-heptamethyl-,21'-acetate (8CI)
Spiro[1,3-dioxolane-2,9'(6'H)-[2,7](epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan],rifamycin deriv
NSC 182391
Rifaximin EP Impurity F
Rifaximin impurity F (EP)
4’,12’,16’,18’,20’,22’-heptamethyl--221’-acetate
4-O-(CARBOXYMETHYL)-1-DEOXY-1,4-diHYDRO-4-HYDROXY-1-OXO-G-LACTONE
4-O-Carboxymethyl-1-deoxy-1,4-dihydro-4-hydroxy-1-oxorifamycin γ-lactone
Rifamycin

MDL Number

MFCD01683928

FAQ

What are the physical and chemical properties of Rifamycin O (CAS: 14487-05-9)?

Rifamycin O, with CAS number 14487-05-9, is a crystalline compound with a molecular weight of approximately 632.71 g/mol. It has a low solubility in water but is soluble in methanol and ethanol. It is not highly reactive under normal laboratory conditions. Rifamycin O exhibits moderate stability under acidic and basic conditions but should be stored in a dry, cool place to prevent degradation.

How is Rifamycin O (CAS: 14487-05-9) typically synthesized?

Rifamycin O is typically synthesized through a multi-step process involving fermentation and chemical modification. The fermentation step involves the production of the natural precursor, followed by chemical modifications such as acetylation and demethylation to yield Rifamycin O. Common catalysts and reagents include acetic anhydride and sodium methoxide. The overall yield is around 30-40%, with high selectivity for the desired product.

What industries use Rifamycin O (CAS: 14487-05-9)?

Rifamycin O is primarily used in the pharmaceutical industry for its antimicrobial properties, particularly in the development of antibiotics. It is also used in research for studying antibiotic resistance and in the synthesis of related compounds. Limited use is observed in polymer chemistry and sensor technology for specialized applications.

What precautions should be taken when handling Rifamycin O (CAS: 14487-05-9)?

When handling Rifamycin O, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Safety data sheets (SDS) should be consulted for detailed handling and emergency procedures. Storage should be in a cool, dry place away from direct sunlight and heat sources.