Имидазол
- английское имяImidazole
- CAS №288-32-4
- CBNumberCB6460617
- ФормулаC3H4N2
- мольный вес68.08
- EINECS206-019-2
- номер MDLMFCD00005183
- файл Mol288-32-4.mol
химическое свойство
| Температура плавления | 88-91 °C(lit.) |
| Температура кипения | 256 °C(lit.) |
| плотность | 1.01 g/mL at 20 °C |
| давление пара | <1 mm Hg ( 20 °C) |
| показатель преломления | 1.4801 |
| Fp | 293 °F |
| температура хранения | Store below +30°C. |
| растворимость | H2O: 0.1 M at 20 °C, clear, colorless |
| форма | crystalline |
| пка | 6.953(at 25℃) |
| Удельный вес | 1.03 |
| цвет | white |
| Запах | Amine like |
| Водородный показатель | 9.5 - 11 |
| РН | 9.5-11.0 (25℃, 50mg/mL in H2O) |
| Растворимость в воде | 633 g/L (20 ºC) |
| Чувствительный | Hygroscopic |
| λмакс | λ: 260 nm Amax: 0.10 λ: 280 nm Amax: 0.10 |
| Мерк | 14,4912 |
| БРН | 103853 |
| Диэлектрическая постоянная | 23.0（Ambient） |
| Стабильность | Stable. Incompatible with acids, strong oxidizing agents. Protect from moisture. |
| ИнЧИКей | RAXXELZNTBOGNW-UHFFFAOYSA-N |
| LogP | -0.02 at 25℃ |
| Справочник по базе данных CAS | 288-32-4(CAS DataBase Reference) |
| Рейтинг продуктов питания EWG | 1 |
| FDA UNII | 7GBN705NH1 |
| Справочник по химии NIST | 1H-Imidazole(288-32-4) |
| Система регистрации веществ EPA | Imidazole (288-32-4) |
больше
| Коды опасности | C,Xi,T | |||||||||
| Заявления о рисках | 36/38-63-34-22-20/21/22-61 | |||||||||
| Заявления о безопасности | 26-36/37/39-45-22-36-27-53 | |||||||||
| РИДАДР | UN 2923 8/PG 3 | |||||||||
| WGK Германия | 1 | |||||||||
| RTECS | NI3325000 | |||||||||
| Температура самовоспламенения | 480 °C | |||||||||
| TSCA | Yes | |||||||||
| Класс опасности | 8 | |||||||||
| Группа упаковки | III | |||||||||
| кода HS | 29332990 | |||||||||
| Банк данных об опасных веществах | 288-32-4(Hazardous Substances Data) | |||||||||
| Токсичность | LD50 in mice (mg/kg): 610 i.p.; 1880 orally (Nishie) | |||||||||
| NFPA 704: |
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рисовальное письмо(GHS)
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рисовальное письмо(GHS)
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сигнальный язык
опасность
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вредная бумага
H302：Вредно при проглатывании.
H360D：Может отрицательно повлиять на неродившегося ребенка.
H314：При попадании на кожу и в глаза вызывает химические ожоги.
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оператор предупредительных мер
P260：Не вдыхать газ/ пары/ пыль/ аэрозоли/ дым/ туман.
P280：Использовать перчатки/ средства защиты глаз/ лица.
P301+P312：ПРИ ПРОГЛАТЫВАНИИ: Обратиться за медицинской помощью при плохом самочувствии.
P303+P361+P353：ПРИ ПОПАДАНИИ НА КОЖУ (или волосы): Снять/удалить немедленно всю загрязненную одежду. Промыть кожу водой.
P304+P340+P310：ПРИ ВДЫХАНИИ: Свежий воздух, покой. Немедленно обратиться за медицинской помощью.
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.
Имидазол химические свойства, назначение, производство
Описание
Imidazole group denotes a heterocyclic organic compound whose molecule contains a five-membered hetero-aromatic ring of two non-adjacent nitrogen atoms, that a carbon atom is placed between two nitrogen atoms. Imidazole is the universally used trivial name for 1,3-azole. Earlier given names were glyoxaline and iminazole. The importance of this aromatic ring system is reflected by its presence in naturally occurring histidine, histamine and the purines, and in several classes of pharmaceuticals. Imidazole can act as a base and as a weak acid. It exists in two tautomeric forms with the hydrogen atom taking position between the two nitrogen atoms.Химические свойства
Imidazole is a moderately strong base (pKb= 7.0), and a weak acid (pKa= 14.9). Imidazoles substituted with electron-withdrawing groups are stronger acids than imidazole itself; e.g., 4(5)-nitroimidazole has a pKa of 9.3. Imidazole is stable at 400°C, possesses considerable aromatic character, and undergoes the usual electrophilic aromatic substitution reactions. Nitration and sulfonation require, however, far more drastic conditions than the corresponding reactions with benzene. Other substitution reactions of imidazole include halogenation, hydroxymethylation, coupling with aromatic diazonium salts, and carboxylation.История
Imidazole[288-32-4] was first synthesized in 1858 by Debus from ammonia and glyoxal; it was originally named glyoxalin. The name imidazole was introduced by Hantzsch. Industrial production of imidazole began in the 1950s; a wide range of derivatives is now available in industrial quantities.прикладной
Imidazole is a versatile heterocycle used in the preparation of various biologically active compounds such as the amino acid histidine and is present in many antifungal medication. It is also used ext ensively as a corrosion inhibitor on transition metals such as copper.It is used in organic synthesis and as an antiirradiationagent.Imidazole has been used:
in the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein.
in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography.
as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cell.
Подготовка
Imidazole is formed by reacting glyoxal with formaldehyde in the presence of ammonium acetate in acetic acid. The driving energy is microwave radiation. More generally, this reaction is used to produce substituted imidazoles.
Although there had been discoveries of various derivatives of imidazole in 1840, it was first reported in 1858. The synthesis process of imidazole follows the reaction between formaldehyde in ammonia and glyoxal. This process gives low yield of imidazole but it is still used to form imidazole with C-substitution (Wolkenberg et al., 2004).
Определение
ChEBI: Imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. It is an important pharmacophore in drug discovery. Imidazole is used as a Karl Fischer reagent in analytical chemistry and a reagent in synthetic organic chemistry.Общее описание
Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.Угроза здоровью
It is less toxic relative to pyrrole and otherfive-membered heterocyclic compounds ofnitrogen. Intraperitoneal administration ofimidazole caused somnolence, muscle contractions,and convulsions in mice. Theoral LD50 value in mice is in the range900 mg/kg.Пожароопасность
Noncombustible solid.Механизм действия
N-substitution of imidazoles has created a family of drugs, called triazoles, that have the same mechanism of action as imidazoles, a similar or broader spectrum of activity, and less effect on human sterol synthesis. Both imidazoles and triazoles inhibit C-14α demethylation of lanosterol in fungi by binding to one of the cytochrome P-450 enzymes, which leads to the accumulation of C-14α methylsterols and reduced concentrations of ergosterol, a sterol essential for a normal fungal cytoplasmic membrane. Inhibition of cytochrome P-450 also decreases the synthesis of testosterone and glucocorticoids in mammals, an effect seen clinically with ketoconazole but not with later azoles[1].Методы очистки
Crystallise imidazole from *benzene, CCl4, CH2Cl2, EtOH, pet ether, acetone/pet ether and distilled de-ionized water. Dry it at 40o under vacuum over P2O5. Distil it at low pressure. It is also purified by sublimation or by zone melting. [Snyder et al. Org Synth Coll Vol III 471 1955, Bredereck et al. Chem Ber 97 827 1964, Caswell & Spiro J Am Chem Soc 108 6470 1986.] 15N-imidazole crystallises from *benzene [Scholes et al. J Am Chem Soc 108 1660 1986]. [Beilstein 23 II 34, 23 III/IV 564, 23/4 V 191.]Имидазол запасные части и сырье
сырьё
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запасной предмет
- 2-(1H-ИМИДАЗОЛ-1-YL)БЕНЗОЙНАЯ КИСЛОТА
- Ксантин
- Имидазол-2-карбоксальдегид
- бета-метилвинилфосфат (MAP)
- Miconazole nitrate
- 6-FLUORO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBONITRILE
- 1-(1-2-HYDROXYPHENYL)ETHENYL)-1H-IMIDAZOLE
- 1-BOC-3-аминоазетидин
- 1-[4-(БРОММЕТИЛ)ФЕНИЛ]-1H-ПИРАЗОЛ
- 5-бром-1H-индазол
- 6-FLUORO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID
- ИМАЗАЛИЛ
- Оксиконазола нитрат
- 1-БЕНЗИЛ-2-ИМИДАЗОЛКАРБОНОВАЯ КИСЛОТА
- 2-CYANOPYRIDINE-4-CARBOXALDEHYDE
- 4-(1H-имидазол-1-ил)бензойная кислота
- Клотримазол
- Detergent,industrial
- chloroalcohol type homogeneous strongly basic anion exchange membrane
- 4-(HYDROXYMETHYL)PICOLINITRILE
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Имидазол поставщик
| поставщик | телефон | страна | номенклатура продукции | благоприятные условия | |
|---|---|---|---|---|---|
| +1-+1(833)-552-7181 | United States | 57511 | 58 | ||
| +86-25-86655873 +8613962173137 |
China | 189 | 55 | ||
| +86-18553607090 +8618553607090 |
China | 1672 | 58 | ||
| +86-19930503253; +8619930503252 |
China | 5838 | 58 | ||
| 0551-65418671 | China | 34571 | 58 | ||
| +86-17531190177; +8617531190177 |
China | 6011 | 58 | ||
| +8615271838296 | China | 1534 | 58 | ||
| +1-+1(833)-552-7181 | United States | 52927 | 58 | ||
| +8615662695772 | China | 998 | 58 | ||
| +undefined-86-25-86655873 | China | 114 | 58 |
Имидазол Обзор)
- 2-хлорбензотрифторида
- 2-Хлор-5-нитробензотрифторида
- Левамизол гидрохлорид
- БЕНЗИМИДАЗОЛ
- 1,1'-карбонилдиимидазол
- Метил 4-имидазолкарбоксила
- 1H-имидазол-2-карбоновая кислота
- Этил 5-пиримидинкарбоксила
- 1H-имидазол-4-карбальдегид
- Сорафениб
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