ChemicalBook > CAS DataBase List > SC 57461A

SC 57461A

Product Name: SC 57461A
CAS No.: 423169-68-0
Chemical Name: SC 57461A
Synonyms: SC 57461;SC 57461A;SC-57461 Hydrochloride;N-methyl-N-[3-[4-(phenylmethyl)phenoxy]propyl]-β-alaninehydrochloride;3-((3-(4-Benzylphenoxy)propyl)(methyl)amino)propanoic acid hydrochloride;inhibit,SC57461A,SC 57461A,Leukotriene A4,SC-57461A,Inhibitor,Aminopeptidase,orally active,LTA4 hydrolase
CBNumber: CB72446539
Molecular Formula: C20H25NO3.ClH
Formula Weight: 363.882
MOL File: 423169-68-0.mol

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SC 57461A Property

Melting point:: 163-165°C
storage temp.: Desiccate at +4°C
solubility: DMSO: >5mg/mL
form: powder
color: white to off-white

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PZ0110
Product name: SC-57461A
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $147
Updated: 2024/03/01

Sigma-Aldrich

Product number: PZ0110
Product name: SC-57461A
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $461
Updated: 2024/03/01

Cayman Chemical

Product number: 10108
Product name: SC-57461A
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 10108
Product name: SC-57461A
Purity: ≥98%
Packaging: 5mg
Price: $109
Updated: 2024/03/01

Cayman Chemical

Product number: 10108
Product name: SC-57461A
Purity: ≥98%
Packaging: 10mg
Price: $169
Updated: 2024/03/01

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SC 57461A Chemical Properties,Usage,Production

Description

Leukotriene A₄ (LTA₄) hydrolase/aminopeptidase is a bifunctional zinc metalloenzyme that both catalyzes the synthesis of LTB₄ from LTA4 and cleaves the chemotactic peptide Pro-Gly-Pro. SC-57461A is a potent, orally active inhibitor of LTA₄ hydrolase that blocks ionophore-stimulated LTB₄ synthesis in whole blood (IC₅₀ = 49 nM). It blocks both the hydrolase and aminopeptidase activity in vitro. SC-57461A is without effect against other enzymes of the arachidonic acid cascade, including 5-lipoxygenase, LTC₄ synthase, COX-1, and COX-2. In a rat model of ionophore-induced peritoneal eicosanoid production, SC-57461A inhibits LTB₄ biosynthesis without affecting LTC₄ or 6-keto prostaglandin F_1α production . Oral or topical pretreatment with SC-57461A before challenge with arachidonic acid blocks ear edema in mice.

Chemical Properties

White Solid

Uses

SC 57461A is a potent and selective inhibitor of LTA4.

Uses

A potent and selective orally active leukotriene A4 hydrolase inhibitor.

Biological Activity

Potent and selective inhibitor of LTA 4 hydrolase. Does not inhibit other enzymes of the arachidonic acid cascade including COX-1, COX-2, LTC 4 synthase and 5-lipoxygenase. Potently inhibits LTB 4 production in whole blood (IC 50 = 49 nM). Orally active.

in vivo

SC-57461A also shows excellent potency in the mouse ex vivo assay, inhibiting the production of LTB4 with an ED₅₀=0.2 mg/kg and an ED₉₀=1 mg/kg. SC-57461A also inhibits the production of LTB4 in the rat peritoneal model with an ED₅₀=1 mg/kg^[2]. SC-57461A is a potent, selective, and competitive inhibitor of LTA4 hydrolase with excellent activity in whole animals. SC-57461A demonstrates good oral activity in both the mouse and the rat^[3].

Animal Model:	Fasted CD rats^[3]
Dosage:	0.01, 0.1, 1, and 10 mg/kg
Administration:	Orally administered
Result:	The ED₅₀ values were 0.2 mg/kg at 1.0 h and 0.8 mg/kg at 3.0 h. A single dose of 10 mg/kg blocked LTB4 production 79% at 6 h, 67% at 18 h, and 44% at 24 h.

References

[1] THOMAS D. PENNING. Synthesis of Potent Leukotriene A4 Hydrolase Inhibitors. Identification of 3-[Methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic Acid[J]. Journal of Medicinal Chemistry, 2002, 45 16: 3482-3490. DOI: 10.1021/jm0200916
[2] KACHUR J, ASKONAS L J, VILLANI-PRICE D, et al. Pharmacological characterization of SC-57461A (3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid HCl), a potent and selective inhibitor of leukotriene A(4) hydrolase II: in vivo studies.[J]. The Journal of Pharmacology and Experimental Therapeutics, 2002, 20 1: 0. DOI: 10.1124/jpet.300.2.583
[3] KACHUR J, ASKONAS L J, VILLANI-PRICE D, et al. Pharmacological characterization of SC-57461A (3-[methyl[3-[4-(phenylmethyl)phenoxy]propyl]amino]propanoic acid HCl), a potent and selective inhibitor of leukotriene A(4) hydrolase II: in vivo studies.[J]. The Journal of Pharmacology and Experimental Therapeutics, 2002, 20 1: 0. DOI: 10.1124/jpet.300.2.583

SC 57461A Preparation Products And Raw materials

Raw materials

Preparation Products

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SC 57461A Suppliers

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423169-68-0, SC 57461ARelated Search:

4-ThiazolecarboxaMide, N-(6-benzoyl-1H-benziMidazol-2-yl)-2-(1-thieno[3,2-d]pyriMidin-4-yl-4-piperidinyl)- 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester SC-514 SC 66 α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile SC 57461A

SC-57461 Hydrochloride

SC 57461A

N-methyl-N-[3-[4-(phenylmethyl)phenoxy]propyl]-β-alaninehydrochloride

SC 57461

inhibit,SC57461A,SC 57461A,Leukotriene A4,SC-57461A,Inhibitor,Aminopeptidase,orally active,LTA4 hydrolase

3-((3-(4-Benzylphenoxy)propyl)(methyl)amino)propanoic acid hydrochloride

423169-68-0

Amines

Heterocycles

Inhibitors

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