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Merck
CN

SML1543

Apratastat

≥98% (HPLC)

Synonym(s):

(3S)-N-Hydroxy-4-[[4-[(4-hydroxy-2-butyn-1-yl)oxy]phenyl]sulfonyl]-2,2-dimethyl-3-thiomorpholinecarboxamide, (3S)-N-Hydroxy-4-[[4-[(4-hydroxy-2-butynyl)oxy]phenyl]sulfonyl]-2,2-dimethyl-3-thiomorpholinecarboxamide, TMI 005, TMI-005

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About This Item

Empirical Formula (Hill Notation):
C17H22N2O6S2
CAS Number:
287405-51-0
Molecular Weight:
414.50
NACRES:
NA.77
PubChem Substance ID:
329825953
UNSPSC Code:
12352200
MDL number:
MFCD13152357

Key Documents

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Product Name

Apratastat, ≥98% (HPLC)

InChI key

MAVDNGWEBZTACC-HNNXBMFYSA-N

SMILES string

O=S(N1CCSC(C)(C)[C@@H]1C(NO)=O)(C2=CC=C(OCC#CCO)C=C2)=O

InChI

1S/C17H22N2O6S2/c1-17(2)15(16(21)18-22)19(9-12-26-17)27(23,24)14-7-5-13(6-8-14)25-11-4-3-10-20/h5-8,15,20,22H,9-12H2,1-2H3,(H,18,21)/t15-/m0/s1

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Apratastat (TMI-005) is an orally active, potent and selective dual inhibitor of disintegrin metalloenzyme 17 (ADAM17/ TACE) and matrix metalloprotease (MMP).
Apratastat is an orally active, potent and selective dual inhibitor of disintegrin metalloenzyme 17 (ADAM17/ TACE) and matrix metalloprotease (MMP).

General description

Apratastat is one of the thiomorpholine sulfonamide hydroxymate selective inhibitors of ADAM17 (a disintegrin and metalloproteinase).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000362900
0000362904
0000362904
0000362900
0000204721

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Pharmacokinetic-pharmacodynamic modeling of apratastat: a population-based approach.
Shu C et al
Journal of Clinical Pharmacology, 51(4), 472-481 (2011)
Bridget M Ford et al.
American journal of physiology. Renal physiology, 305(3), F323-F332 (2013-05-17)
Matrix protein accumulation is a prominent feature of diabetic nephropathy that contributes to renal fibrosis and decline in renal function. The pathogenic mechanisms of matrix accumulation are incompletely characterized. We investigated if the matrix metalloprotease a disintegrin and metalloprotease1 7

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