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SML1292

TAPI-0

≥95% (HPLC)

Synonym(s):

N-(R)-(2-(Hydroxyaminocarbonyl)Methyl)-4-Methylpentanoyl-L-Naphthylalanyl-L-Alanine amide, TNF-α Processing Inhibitor-0, TNF-α Protease Inhibitor-0

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About This Item

Empirical Formula (Hill Notation):
C24H32N4O5
CAS Number:
Molecular Weight:
456.53
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥95% (HPLC)
Form:
powder
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Quality Segment

assay

≥95% (HPLC)

form

powder

color

white to off-white

shipped in

wet ice

storage temp.

−20°C

SMILES string

NC([C@@](C)([H])NC([C@]([H])(CC1=CC=CC2=C1C=CC=C2)NC([C@@](CC(C)C)([H])CC(NO)=O)=O)=O)=O

InChI

1S/C24H32N4O5/c1-14(2)11-18(13-21(29)28-33)23(31)27-20(24(32)26-15(3)22(25)30)12-17-9-6-8-16-7-4-5-10-19(16)17/h4-10,14-15,18,20,33H,11-13H2,1-3H3,(H2,25,30)(H,26,32)(H,27,31)(H,28,29)/t15-,18+,20-/m0/s1

InChI key

WSJJYJNVFYARGB-CVAIRZPRSA-N

Biochem/physiol Actions

TAPI-0 is a metalloproteinase inhibitor with selectivity for TACE (TNF-α converting enzyme/ADAM17; IC50 = 100 nM). TAPI-0 also inhibits of collagenase and gelatinase. Although not specific for TACE, TAPI-0 is extensively used to block TACE-mediated TNF-α shedding.
TAPI-0 is a metalloproteinase inhibitor with selectivity for TACE; also inhibits collagenase and gelatinase.
TAPI-0 inhibit peptide deformylase (PDF) activity and retard the growth Chlamydia trachomatis, which is an obligate intracellular bacterium responsible for a number of human diseases.

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1 of 1

This Item
579051579050579052
description

≥95% (HPLC)

description

TAPI-1, CAS 171235-71-5, is a structural analog of TAPI-0 with similar in vitro efficacy for the inhibition of MMPs and TACE. Blocks the shedding of several cell surface proteins.

description

TAPI-0, CAS 143457-40-3, is a hydroxamate-based inhibitor of collagenase, gelatinase, and TACE (TNF-α converting enzyme/ADAM17; IC50 = 100 nM).

description

TAPI-2, CAS 187034-31-7, is a hydroxamate-based inhibitor of MMPs and TACE. Inhibits the activation-induced shedding of L-selectin from neutrophils, eosinophils, and lymphocytes.

assay

≥95% (HPLC)

assay

≥97% (HPLC)

assay

≥96% (HPLC)

assay

≥97% (HPLC)

form

powder

form

solid

form

solid

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

shipped in

wet ice

shipped in

ambient

shipped in

ambient

shipped in

ambient

color

white to off-white

color

white

color

white

color

white


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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