(9S)-9-Amino-9-deoxoerythromycin

Basic Information

View in Editor

CAS Number

26116-56-3

Molecular Formula

C37H70N2O12

Molecular Weight

734.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

123-127°C

SMILES

View in Editor

CCC1C(C(C(C(C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)N)C)O)(C)O

InChI

InChI=1S/C37H70N2O12/c1-14-25-37(10,45)30(41)20(4)27(38)18(2)16-35(8,44)32(51-34-28(40)24(39(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-32,34,40-42,44-45H,14-17,38H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,27+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

InChIKey

XCLJRCAJSCMIND-JCTYMORFSA-N

LogP

1.5438000000000056

Topological Polar Surface Area

202.86 Å²

Hydrogen Bond Donor/Acceptor

7 / 14

Complexity

1140

Synonyms & References

English

(3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-10-amino-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-7,12,13-trihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one
DTXSID00180750
Erythromycylamine
Epierythromycyl-A-amine
9-Amino-9-deoxo-erythromycin, stereoisomer
LY-024410
HY-W055872
AKOS037651084
Erythromycin, 9-amino-9-deoxo-, (9S)-
MFCD00872156
(3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-10-amino-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecan-2-one (non-preferred name)
ERN
CS-15835
Erythromycin, 9-amino-9-deoxo-, (9S)- (9CI)
SCHEMBL13681694
YX9KV1OMA4
LY-24410
EX-A5468
(9S)-9-Deoxy-9-aminoerythromycin A
UNII-YX9KV1OMA4
(3R,4S,5S,6R,7R,9R,10S,11S,12R,13S,14R)-10-AMINO-6-{[(2S,3R,4S,6R)-4-(DIMETHYLAMINO)-3-HYDROXY-6-METHYLTETRAHYDRO-2H-PY
26116-56-3
CS-0047729
9-Amino-9-deoxoerythromycin
(9S)-9-amino-9-deoxyerythromycin
D95598
Q27144058
CHEBI:73708
CHEMBL290242
J-016261
9(S)-Erythromycylamine

MDL Number

MFCD00872156

FAQ

What are the physical and chemical properties of (9S)-9-Amino-9-deoxoerythromycin (CAS: 26116-56-3)?

(9S)-9-Amino-9-deoxoerythromycin, CAS 26116-56-3, is a semi-synthetic antibiotic with a molecular weight of approximately 685.81 g/mol. It is a white to off-white crystalline powder. It is sparingly soluble in water but soluble in organic solvents like methanol. The compound exhibits moderate reactivity, particularly towards nucleophilic substitution reactions. It is stable to heat and light but should be stored in a cool, dry place to prevent degradation.

How is (9S)-9-Amino-9-deoxoerythromycin (CAS: 26116-56-3) typically synthesized?

(9S)-9-Amino-9-deoxoerythromycin is synthesized through a multi-step process starting from erythromycin or deoxoerythromycin. The key steps include chemical modifications such as demethylation, reduction, and amino substitution. The synthesis typically requires the use of catalysts like palladium on carbon and specific reagents, with good selectivity and yield. The final step involves the introduction of the amino group at position 9, followed by derivatization to obtain the desired product.

What industries use (9S)-9-Amino-9-deoxoerythromycin (CAS: 26116-56-3)?

(9S)-9-Amino-9-deoxoerythromycin is primarily used in the pharmaceutical industry as a precursor to antibiotics. It is also of interest in the chemical research field for its biological activity and potential use in developing new antibiotics. While not as widely used, it may have applications in other industries such as agriculture and biotechnology for its antimicrobial properties.

What precautions should be taken when handling (9S)-9-Amino-9-deoxoerythromycin (CAS: 26116-56-3)?

When handling (9S)-9-Amino-9-deoxoerythromycin (CAS: 26116-56-3), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be carried out in a fume hood to minimize inhalation risks. Spills should be immediately contained and disposed of according to safety protocols. Always refer to the Safety Data Sheet (SDS) for detailed guidance and emergency procedures. The compound should be stored in a cool, dry place away from heat sources and oxidizers to prevent degradation and ensure safety.