24967-27-9

24967-27-9 structure
24967-27-9 structure
  • Name: N-acetyl-2,3-didehydro-2-deoxyneuraminic acid
  • Chemical Name: n-acetylneuraminic acid, 2,3-dehydro-2-deoxy-, sodium salt
  • CAS Number: 24967-27-9
  • Molecular Formula: C11H17NO8
  • Molecular Weight: 291.25500
  • Catalog: Signaling Pathways Anti-infection Influenza Virus
  • Create Date: 2018-12-27 12:28:46
  • Modify Date: 2025-08-21 21:17:38
  • N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) is a potent neuraminidase (sialidase) inhibitor. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid shows inhibitory activities against human neuraminidase enzymes with IC50s of 143, 43, 61, and 74 μM for NEU1, NEU2, NEU3, and NEU4, respectively. Anti-influenza virus activity[1][2].

Name n-acetylneuraminic acid, 2,3-dehydro-2-deoxy-, sodium salt
Synonyms 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galactonon-2-enonic acid
2,3,4-TRIMETHYL-3-PENTANOL
5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enoic acid
N-acetyl-2,3-didehydro-2-deoxyneuraminic acid
1,3-DEHYDRO-2-DEOXY-N-ACETYLNEURAMINIC ACID
2,3-DEHYDRO-2-DEOXY-N-ACETYLNEURAMINIC ACID
2,3-Dehydro-2-deoxy-N-acetylneuraminic AcidDANA
MFCD00057470
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid
2,3-didehydro-2-deoxy-N-acetylneuraminic acid
2-deoxy-2,3-dehydro-n-acetylneuraminicacid
EINECS 246-550-7
Description N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) is a potent neuraminidase (sialidase) inhibitor. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid shows inhibitory activities against human neuraminidase enzymes with IC50s of 143, 43, 61, and 74 μM for NEU1, NEU2, NEU3, and NEU4, respectively. Anti-influenza virus activity[1][2].
Related Catalog
In Vitro N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) (10-100 μM) signifcantly inhibits sialidase activity in INS-1D cells[4].
In Vivo N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) (10 mg/kg; i.p.; daily) attenuates pulmonary fibrosis in a mouse model[3]. Animal Model: Mice (Mouse model of pulmonary fibrosis)[3] Dosage: 10 mg/kg Administration: I.p.; daily (starting at day 10 after Bleomycin, and then euthanized at day 21) Result: Inhibition of sialidases starting at day 10 after bleomycin attenuates fibrosis.
References

[1]. Magesh S, et al. Design, synthesis, and biological evaluation of human sialidase inhibitors. Part 1: selective inhibitors of lysosomal sialidase (NEU1). Bioorg Med Chem Lett. 2008;18(2):532-537.

[2]. Xiao A, et al. Sialidase-catalyzed one-pot multienzyme (OPME) synthesis of sialidase transition-state analogue inhibitors. ACS Catal. 2018;8(1):43-47.

[3]. Karhadkar TR, et al. Sialidase inhibitors attenuate pulmonary fibrosis in a mouse model. Sci Rep. 2017;7(1):15069. Published 2017 Nov 8.

[4]. Minami A, et al. The sialidase inhibitor 2,3-dehydro-2-deoxy-N-acetylneuraminic acid is a glucose-dependent potentiator of insulin secretion. Sci Rep. 2020;10(1):5198. Published 2020 Mar 23.

Density 1.58g/cm3
Boiling Point 773.4ºC at 760 mmHg
Melting Point 227-228ºC
Molecular Formula C11H17NO8
Molecular Weight 291.25500
Flash Point 421.6ºC
Exact Mass 291.09500
PSA 156.55000
Vapour Pressure 1.27E-27mmHg at 25°C
Index of Refraction 1.612
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.