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![2-Chloroadenosine структурированное изображение](/CAS/GIF/146-77-0.gif)
2-Chloroadenosine
- английское имя2-Chloroadenosine
- CAS №146-77-0
- CBNumberCB5398979
- ФормулаC10H12ClN5O4
- мольный вес301.69
- EINECS205-678-3
- номер MDLMFCD00005734
- файл Mol146-77-0.mol
Температура плавления | 162 °C |
Температура кипения | 591.8±60.0 °C(Predicted) |
плотность | 1.8359 (rough estimate) |
показатель преломления | -50 ° (C=0.1, H2O) |
температура хранения | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
растворимость | H2O: 10 mg/mL, clear, colorless |
форма | Solid |
пка | 13.05±0.70(Predicted) |
цвет | White to Off-White |
Растворимость в воде | Soluble in water. |
БРН | 43957 |
ИнЧИКей | BIXYYZIIJIXVFW-UUOKFMHZSA-N |
Справочник по базе данных CAS | 146-77-0(CAS DataBase Reference) |
FDA UNII | 7W7ZUG45G8 |
Справочник по химии NIST | Adenosine, 2-chloro-(146-77-0) |
Заявления о безопасности | 24/25 | |||||||||
WGK Германия | 3 | |||||||||
RTECS | AU7357550 | |||||||||
кода HS | 29349990 | |||||||||
Токсичность | LD50 oral in mouse: > 100mg/kg | |||||||||
NFPA 704: |
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рисовальное письмо(GHS)
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рисовальное письмо(GHS)
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сигнальный язык
предупреждение
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вредная бумага
H315:При попадании на кожу вызывает раздражение.
H319:При попадании в глаза вызывает выраженное раздражение.
H335:Может вызывать раздражение верхних дыхательных путей.
H302:Вредно при проглатывании.
H332:Вредно при вдыхании.
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оператор предупредительных мер
P261:Избегать вдыхания пыли/ дыма/ газа/ тумана/ паров/ аэрозолей.
P280:Использовать перчатки/ средства защиты глаз/ лица.
P305+P351+P338:ПРИ ПОПАДАНИИ В ГЛАЗА: Осторожно промыть глаза водой в течение нескольких минут. Снять контактные линзы, если Вы ими пользуетесь и если это легко сделать. Продолжить промывание глаз.
2-Chloroadenosine химические свойства, назначение, производство
Химические свойства
White to Off-White Crystalline SoldИспользование
Selective A1 adenosine receptor agonist. Since 2-chloroadenosine is not deaminated by adenosine deaminase and is less rapidly taken up by the brain than adenosine, 2-chloroadenosine led to more marked increase in CBF than adenosine.Определение
A metabolically stable analog of adenosine which acts as an adenosine receptor agonist. The compound has a potent effect on the peripheral and central nervous system.Биологическая активность
Metabolically stable analog of adenosine that behaves as an adenosine receptor agonist (K i values are 300, 80 and 1900 nM for A 1 , A 2A and A 3 receptors respectively). Anticonvulsive in vivo .Фармаколо?гия
2-chloroadenosine (2-CAdo) is an adenosine deaminase-resistant analogue of adenosine, widely used as an adenosine receptor agonist. This compound has been shown to induce apoptosis in several cell types either via activation of adenosine receptors or via intracellular metabolism. However, the molecular mechanisms of 2-CAdo-induced apoptosis are unclear. Here, we analyzed the effects of 2-CAdo in the leukemia cell line EHEB. 2-CAdo was found to induce apoptosis in EHEB cells, as shown by caspase-3 activation, DNA fragmentation, poly(ADP-ribose) polymerase (PARP) cleavage and phosphatidylserine exposure. Cytotoxicity of 2-CAdo was completely suppressed by 5-iodotubercidin, an adenosine kinase inhibitor, indicating that apoptosis induced by 2-CAdo was the result of its intracellular metabolism. Accordingly, we found that 2-CAdo was efficiently converted into 2-chloroATP. In parallel, a decrease of intracellular ATP concentration as well as a general inhibition of macromolecular synthesis, involving DNA, RNA and protein synthesis, was observed. Moreover, 2-CAdo induced cytochrome c release into the cytosol, indicating activation of the intrinsic pathway of apoptosis. This was found associated with a decline in Mcl-1 protein level and p53-independent. Inhibition of AMP deaminase by coformycin markedly prevented ATP depletion, and also significantly reduced 2-CAdo cytotoxicity and caspase-3 activation. In conclusion, our data show that intracellular metabolism of 2-CAdo can lead to activation of the intrinsic pathway of apoptosis and that ATP depletion, in addition to the accumulation of the triphosphate analogue, contributes to 2-CAdo-induced apoptosis.Методы очистки
Purify 2-chloroadenosine by recrystallisation from H2O (~1% in cold), and it has max at 264 nm (pH 1 and 7) and 265 nm (pH 13) in H2O. [Brown & Weliky J Org Chem 23 125 1958, Schaeffer & Thomas J Am Chem Soc 80 3738 1958, IR: Davoll & Lewy J Am Chem Soc 74 1563 1952, Beilstein 26 III/IV 3725.]2-Chloroadenosine запасные части и сырье
2-Chloroadenosine поставщик
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