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製品番号: HY-184377

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Ipravacaine

Name: Ipravacaine
Brand: MedChemExpress
SKU: HY-184377
Availability: PreOrder

(別名: IQB-9302)

Ipravacaine (IQB-9302) is a long-acting amide-based local anesthetic. Ipravacaine blocks open-state hKv1.5, with stereoselective, time-dependent and voltage-dependent inhibitory effects, and exerts stronger activity on the R (+) enantiomer. Ipravacaine blocks Kv2.1, Kv4.3 and HERG potassium channels. Ipravacaine induces negative chronotropic effects, increases mean arterial pressure, and exhibits vasodilatory effects at high concentrations.

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CAS 番号: 166181-63-1
分子式: C₁₈H₂₆N₂O
分子量:286.41

保管条件:

Please store the product under the recommended conditions in the Certificate of Analysis.

Ipravacaine 構造式

CAS 番号: 166181-63-1

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製品説明

Ipravacaine (IQB-9302) is a long-acting amide-based local anesthetic. Ipravacaine blocks open-state hKv1.5, with stereoselective, time-dependent and voltage-dependent inhibitory effects, and exerts stronger activity on the R (+) enantiomer.^[1] Ipravacaine blocks Kv2.1, Kv4.3 and HERG potassium channels. Ipravacaine induces negative chronotropic effects, increases mean arterial pressure, and exhibits vasodilatory effects at high concentrations^[1]^[2].

体外実験

Ipravacaine (10-500 μM; ~12 min) exerts stereoselective, time- and voltage-dependent open-channel block on hKv1.5 channels stably expressed in Ltk7 cells, with R (+) Ipravacaine (K_D=17.8 μM) being 3.2 times more potent than S (-) Ipravacaine (K_D=58.6 μM)^[1].
The molecularly simulated aromatic ring-overlapping conformers of R (+) and S (-) Ipravacaine have N-substituents with opposite orientations, which explains their stereoselective blocking effect on hKv1.5 channels^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

体内実験

Ipravacaine (0.1-10 mg/kg; intravenous injection; infused over 30 seconds, followed by infusion of 100 μl heparinized sodium chloride solution within 15 seconds; administered every 20 minutes) induces dose-dependent decreases in heart rate and increases in mean arterial pressure in anesthetized Sprague-Dawley rats, with a maximum heart rate reduction of 114 bpm and a maximum mean arterial pressure elevation of 20.7 mmHg; the 10 mg/kg dose is lethal (all exposed rats survive for >1.5 minutes after administration), while the 3 mg/kg dose is well tolerated^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Sprague-Dawley (3-month-old, 250-350 g, sex-matched, anaesthetised with sodium pentobarbital)^[3]
Dosage:

0.1 mg/kg; 0.3 mg/kg; 1 mg/kg; 3 mg/kg; 10 mg/kg
Administration:

i.v.; over 30 seconds, followed by 100 μl heparinised sodium chloride infusion over 15 seconds; every 20 minutes
Result:

Produced a maximum decrease in heart rate of 114 bpm.
Produced a maximum increase in mean arterial pressure of 20.7 mmHg.
Caused all exposed rats to die within 2 minutes at 10 mg/kg, with all surviving more than 1.5 minutes post-dose.
Was well-tolerated without mortality at 3 mg/kg.

化学情報

CAS 番号 166181-63-1
分子量 286.41
分子式 C₁₈H₂₆N₂O
SMILES

O=C(C1N(CC2CC2)CCCC1)NC3=C(C)C=CC=C3C
別名

IQB-9302
輸送条件

Room temperature in continental US; may vary elsewhere.
保管条件

Please store the product under the recommended conditions in the Certificate of Analysis.

純度とドキュメンテーション

取扱説明書 (2659 KB)

参考文献

[1]. González T, et al. Stereoselective effects of the enantiomers of a new local anaesthetic, IQB-9302, on a human cardiac potassium channel (Kv1.5). British journal of pharmacology. 2001 Jan;132(2):385-92. [Content Brief]

[2]. Gallego-Sandin S, et al. The comparative hemodynamic effects of intravenous IQB-9302 and bupivacaine in anesthetized rats. Acta Anaesthesiol Scand. 2004 May;48(5):607-12. [Content Brief]

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