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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: 2024-01-01 20:12:30
  • 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

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title: CAS No. 24967-27-9 | Chemsrc address: https://www.chemsrc.com/en/baike/125163.html

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