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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H19NO9
Molecular Weight 309.2699
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-ACETYL-.BETA.-NEURAMINIC ACID

SMILES

[H][C@]1(O[C@@](O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO

InChI

InChIKey=SQVRNKJHWKZAKO-PFQGKNLYSA-N
InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1

HIDE SMILES / InChI
Sodium aceneuramate is a sodium salt of aceneuramic acid (sialic acid). It is an effective inhalant expectorant. Inhalation of sodium aceneuramate repaired inflammation in the airway, and caused bronchitic rabbits to produce sputa with a low viscosity, similar to normal air-way secretions. Sodium aceneuramate protected the mucociliary transport impaired bycigarette smoke in a dose-dependent manner. The results suggest that sodium aceneuramate may participate in the defense mechanism in the airway against irritant gases. Sodium aceneuramate inhibited bronchial anaphylaxis and the release of histamine into bronchoalveolar lavages. Sodium aceneuramate has an action which elevates the viscoelasticity of secretions in the respiratory tract.

Approval Year

PubMed

PubMed

TitleDatePubMed
Tracheobronchial mucociliary clearance and alveolar epithelial permeability measured by PET with 18FDG powder.
1990 Mar-Apr
Current opinion of muco-active drug research: strategies and problems.
1998 Feb

Sample Use Guides

Sodium aceneuramate was administered at 2 mg, b.i.d. for 7 days by inhalation to ten patients with bronchiectasis, chronicbronchitis, diffuse panbronchiolitis and other respiratorydiseases that cause sputa.
Route of Administration: Respiratory
Name Type Language
N-ACETYL-.BETA.-NEURAMINIC ACID
Common Name English
.BETA.-NEURAMINIC ACID, N-ACETYL-
Common Name English
D-GLYCERO-D-GALACTO-NONULOPYRANOSONIC ACID, 5-ACETAMIDO-3,5-DIDEOXY-, .BETA.-
Common Name English
N-ACETYL-.BETA.-D-NEURAMINIC ACID
Common Name English
(-)-N-ACETYL-.BETA.-NEURAMINIC ACID
Common Name English
D-GLYCERO-.BETA.-D-GALACTO-2-NONULOPYRANOSONIC ACID, 5-(ACETYLAMINO)-3,5-DIDEOXY-
Common Name English
SIALIC ACIDS N-ACETYL-.BETA.-NEURAMINIC ACID [MI]
Common Name English
N-ACETYL-.BETA.-NEURAMINIC ACID, (-)-
Common Name English
Code System Code Type Description
MERCK INDEX
m9893
Created by admin on Sat Dec 16 06:01:44 GMT 2023 , Edited by admin on Sat Dec 16 06:01:44 GMT 2023
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CAS
19342-33-7
Created by admin on Sat Dec 16 06:01:44 GMT 2023 , Edited by admin on Sat Dec 16 06:01:44 GMT 2023
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PUBCHEM
445063
Created by admin on Sat Dec 16 06:01:44 GMT 2023 , Edited by admin on Sat Dec 16 06:01:44 GMT 2023
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FDA UNII
TIP79W5HPN
Created by admin on Sat Dec 16 06:01:44 GMT 2023 , Edited by admin on Sat Dec 16 06:01:44 GMT 2023
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DRUG BANK
DB04265
Created by admin on Sat Dec 16 06:01:44 GMT 2023 , Edited by admin on Sat Dec 16 06:01:44 GMT 2023
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