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Nitisinone

Name: Nitisinone
Brand: SIGMA

≥95% (HPLC), 4-Hydroxyphenylpyruvate oxidase inhibitor, powder

Synonym(s):

2-(2-Nitro-4-trifluoromethylbenzoyl)-1,3-cyclohexanedione, 2-[2-Nitro-4-(trifluoromethyl)benzoyl]cyclohexane-1,3-dione, NTBC, Nitisone, SC 0735

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₀F₃NO₅

CAS Number:

104206-65-7

Molecular Weight:

329.23

UNSPSC Code:

12352200

PubChem Substance ID:

329825277

NACRES:

NA.77

MDL number:

MFCD01752192

Assay:

≥95% (HPLC)

Form:

powder

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Properties

Product Name

Nitisinone, ≥95% (HPLC)

Quality Segment

100

assay

≥95% (HPLC)

form

powder

color

white to brown

solubility

DMSO: ≥5 mg/mL

storage temp.

−20°C

SMILES string

[O-][N+](=O)c1cc(ccc1C(=O)C2C(=O)CCCC2=O)C(F)(F)F

InChI

1S/C14H10F3NO5/c15-14(16,17)7-4-5-8(9(6-7)18(22)23)13(21)12-10(19)2-1-3-11(12)20/h4-6,12H,1-3H2

InChI key

OUBCNLGXQFSTLU-UHFFFAOYSA-N

Gene Information

human ... HPD(3242)

Description

Application

Nitisinone has been used:

to induce liver injury
to treat Ixodes scapularis tick cells to inhibit the activity of hydroxyphenylpyruvate dioxygenase
in supplemented water to block the accumulation of toxic metabolites in human hepatocyte engrafted mice
to study its effect on bacterial pyomelanin production

Biochem/physiol Actions

Nitisinone is a competitive and reversible inhibitor of 4-Hydroxyphenylpyruvate oxidase (dioxygenase).

Nitisinone is a competitive inhibitor that reversibly inhibits 4-Hydroxyphenylpyruvate oxidase (dioxygenase). Nitisinone is used in the treatment of hereditary tyrosinemia type 1, where it blocks the degradation of tyrosine into harmful substances.

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This Item	SML0770	SML3517	A3230
Sigma-Aldrich SML0269 Nitisinone	Sigma-Aldrich SML0770 P5091	Sigma-Aldrich SML3517 Fluindione	Sigma-Aldrich A3230 AR-A014418
description ≥95% (HPLC)	description ≥98% (HPLC)	description ≥98% (HPLC)	description ≥98% (HPLC), solid
assay ≥95% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form powder	form powder	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: ≥5 mg/mL	solubility DMSO: 10 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: ≥20 mg/mL, clear, light yellow, H₂O: insoluble
color white to brown	color light yellow to dark yellow	color white to beige	color off-white to tan

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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