イソニコチン酸ヒドラジド

イソニコチン酸ヒドラジド 化学構造式
54-85-3
CAS番号.
54-85-3
化学名:
イソニコチン酸ヒドラジド
别名:
イソニコチン酸ヒドラジド;アルマジド;イソニドリン;ネオキシン;4-ピリジンカルボン酸ヒドラジド;ヒドラジド;ニドラジド;ペラジド;イソニカジド;イソニンドン;イソシド;イソジド;イスコチン;イソコチン;ピカジド;ヒドラ;イソビシナ;ニシジナ;ネオテベン;イソネックス
英語名:
Isoniazid
英語别名:
ISONICOTINOHYDRAZIDE;INH;ISONIAZIDE;Nydrazid;PYRIDINE-4-CARBOHYDRAZIDE;ISONICOTINIC ACID HYDRAZIDE;HIA;Hyzyd;Rimifon;rifamate
CBNumber:
CB5102053
化学式:
C6H7N3O
分子量:
137.14
MOL File:
54-85-3.mol
MSDS File:
SDS

イソニコチン酸ヒドラジド 物理性質

融点 :
171-173 °C (lit.)
沸点 :
251.97°C (rough estimate)
比重(密度) :
1.2620 (rough estimate)
屈折率 :
1.6910 (estimate)
闪点 :
>250°C
貯蔵温度 :
2-8°C
溶解性:
125g/リットル
酸解離定数(Pka):
pKa 2.00/3.60/10.8(H2O) (Uncertain)
外見 :
結晶または結晶性粉末
色:
白または無色
臭い (Odor):
無臭
酸塩基指示薬変色域(pH):
5.5 - 6.5 at 10 g/l at 25 °C
PH:
6-8 (50g/l, H2O, 20℃)
水溶解度 :
14g/100mL(25℃)
Sensitive :
Air Sensitive
Merck :
14,5186
BRN :
119374
BCS Class:
1,3
安定性::
安定していますが、空気や光に敏感な場合があります。可燃性。強力な酸化剤、クロラール、アルデヒド、ヨウ素、鉄塩、次亜塩素酸塩とは相容れない。
InChIKey:
QRXWMOHMRWLFEY-UHFFFAOYSA-N
CAS データベース:
54-85-3(CAS DataBase Reference)
IARC:
3 (Vol. 4, Sup 7) 1987
NISTの化学物質情報:
Isoniazid(54-85-3)
EPAの化学物質情報:
Isoniazid (54-85-3)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xn
Rフレーズ  22-38-40-36/37/38
Sフレーズ  37-36/37/39-26
RIDADR  2811
WGK Germany  3
RTECS 番号 NS1751850
TSCA  Yes
容器等級  III
HSコード  29333999
有毒物質データの 54-85-3(Hazardous Substances Data)
毒性 LD50 in mice (mg/kg): 151 i.p., 149 i.v. (Jenney, Pfeiffer)
化審法 (5)-737
絵表示(GHS) GHS hazard pictograms
注意喚起語 警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H302 飲み込むと有害 急性毒性、経口 4 警告 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
注意書き
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P301+P312 飲み込んだ場合:気分が悪い時は医師に連絡する こと。
P302+P352 皮膚に付着した場合:多量の水と石鹸で洗うこと。
P332+P313 皮膚刺激が生じた場合:医師の診断/手当てを受けるこ と。

イソニコチン酸ヒドラジド 価格 もっと(24)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01AFAA10583 イソニコチン酸ヒドラジド, 98+%
Isonicotinic acid hydrazide, 98+%
54-85-3 50g ¥7390 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01AFAA10583 イソニコチン酸ヒドラジド, 98+%
Isonicotinic acid hydrazide, 98+%
54-85-3 100g ¥12260 2024-03-01 購入
東京化成工業 I0138 イソニコチン酸ヒドラジド >98.0%(HPLC)(T)
Isonicotinic Acid Hydrazide >98.0%(HPLC)(T)
54-85-3 25g ¥2500 2024-03-01 購入
東京化成工業 I0138 イソニコチン酸ヒドラジド >98.0%(HPLC)(T)
Isonicotinic Acid Hydrazide >98.0%(HPLC)(T)
54-85-3 100g ¥5900 2024-03-01 購入
関東化学株式会社(KANTO) 12260-2A イソニコチノヒドラジド 99%
Isonicotinohydrazide 99%
54-85-3 5g ¥4700 2024-03-01 購入

イソニコチン酸ヒドラジド MSDS


INAH

イソニコチン酸ヒドラジド 化学特性,用途語,生産方法

外観

白色~ほとんど白色, 結晶~結晶性粉末

溶解性

水に溶けやすく、エタノールにやや溶けにくく、ジエチルエーテルに極めて溶けにくい。

解説

イソニアジド,イソニコチン酸ヒドラジド isonicotic acid hydorazid(INAH)ともいう。ストレプトマイシンや PASとともに第1次抗結核剤であるが,これらよりも抗結核菌作用が強く,これらと交差耐性も示さない。作用機序は明らかでないが,結核菌の代謝拮抗物質として作用すると考えられている。消化管からの吸収はよく,髄液を含めてすべての臓器に分布する。毒性は低く,副作用も少い。大量投与すれば,中枢神経興奮症状 (不穏,不眠,けいれん,反射亢進,異常感覚など) ,末梢神経炎,口渇,排尿困難などの副作用がみられる。1898年に化学物質として合成され、1952年に結核菌に対して有効なことが発表された。抗結核剤のうち作用のもっとも強力なものの一つで、パス(パラアミノサリチル酸)、ストレプトマイシンとの三者併用が結核の代表的治療法であった。この三者のうちイソニアジドに耐性菌ができにくかったが、現在では耐性菌が発現し、使用量は徐々に減ってきている。粉末、錠剤があり、おもに内服で用いられるが、水に溶けやすいため注射薬もある。常用量は1日0.2~0.5グラム。

用途

抗結核剤

効能

抗結核薬

商品名

イスコチン (アルフレッサファーマ); イスコチン (アルフレッサファーマ); ヒドラ (大塚製薬工場)

説明

Isoniazid, the hydrazide of isonicotinic acid was introduced into medical practice for treating tuberculosis in 1953. Isoniazid exhibits bactericidal action on Mycobacterium tuberculosis. It inhibits the synthesis of mycolic acid, an important component of the cell membrane of mycobacteria. Mycolic acid is specific only to mycobacteria, and it is the cause of the selective toxicity of the drug with respect to these microorganisms.
Mutants that are resistant to isoniazid are rarely seen in nature, and in a spontaneously growing population of tuberculous bacillus there is approximately one mutant in every 105 –106 organisms. Large populations of microorganisms of the order 109 –1010 bacilli in the pulmonary cavities contain a significant number of resistant mutants. If only isoniazid is taken during treatment, an increased number of mutants will be observed and they will eventually become the dominant phenotype. The transformation from sensitive to nonsensitive microorganisms during treatment is called secondary or acquired resistance, which can originate over the course of a few weeks. Isoniazid is the most important drug for treating pulmonary and nonpulmonary forms of tuberculosis. It is active against both intracellular and extracellular organisms. In order to prevent secondary resistance, isoniazid should be used with other effective drugs (usually rifampin). Synonyms of this drug are tubazid, andrazide, niazid, piridizin, and many others.

化学的特性

white crystalline powder

使用

Isoniazid is an antimicrobial used for the prevention of tuberculosis infection or used concurrently with another agent for the treatment of tuberculosis infection. Rifampin, pyrazinamide, or both of these agents are commonly used with isoniazid. Isoniazid is the only Food and Drug Administration approved drug to treat latent tuberculosis in order to prevent it from becoming active.

適応症

Isoniazid (isonicotinic acid hydrazide, or INH) is the most active drug for the treatment of tuberculosis caused by susceptible strains. It is a synthetic agent with a structural similarity to that of pyridoxine.

定義

ChEBI: A carbohydrazide obtained by formal condensation between pyridine-4-carboxylic acid and hydrazine.

生物学の機能

Its action is bactericidal against replicating organisms, but it appears to be only bacteriostatic at best against semidormant and dormant populations. After treatment with INH, M . tuberculosis loses its acid fastness, which may be interpreted as indicating that the drug interferes with cell wall development.

抗菌性

Susceptibility to isoniazid is virtually restricted to the M. tuberculosis complex (MIC 0.01–0.2 mg/L). It is highly bactericidal against actively replicating M. tuberculosis. Other mycobacteria are resistant, except for some strains of M. xenopi (MIC 0.2 mg/L) and a few strains of M. kansasii (MIC 1 mg/L).

獲得抵抗性

Mutations in the katG gene, the inhA gene or its promoter region, and in the intergenic region of the oxyR–ahpC locus confer resistance to isoniazid. The relative proportions of such mutations vary geographically and are related to the distribution of the various lineages or superfamilies of M. tuberculosis.
Isoniazid resistance is the commonest form of drug resistance worldwide and the great majority of strains resistant to another agent are also resistant to isoniazid.

一般的な説明

Odorless colorless or white crystals or white crystalline powder. Taste is slightly sweet at first and then bitter. pH (1% aqueous solution) 5.5-6.5. pH (5% aqueous solution) 6-8.

空気と水の反応

Sensitive to air and light. Absorbs insignificant amounts of moisture at 77°F at relative humidities up to approximately 90%. Water soluble. Dust can be explosive when suspended in air at specific concentrations.

反応プロフィール

Isoniazid is incompatible with chloral, aldehydes, iodine, hypochlorites and ferric salts. Isoniazid is also incompatible with oxidizers. Isoniazid may react with sugars and ketones. Isoniazid can react as a weak acid or a weak base. Isoniazid can be decomposed by oxidative and reductive reactions.

火災危険

Isoniazid is combustible.

応用例(製薬)

One of a number of nicotinamide analogs found to have antituberculosis activity, following the observation that nicotinamide inhibited the replication of M. tuberculosis. It is soluble in water. The dry powder is stable if protected from light. It is a prodrug requiring oxidative activation by KatG, a mycobacterial catalase–peroxidase enzyme.

作用機序

Isoniazid is active against susceptible bacteria only when they are undergoing cell division. Susceptible bacteria may continue to undergo one or two divisions before multiplication is arrested. Isoniazid can inhibit the synthesis of mycolic acids, which are essential components of mycobacterial cell walls.The mycobacterial enzyme catalase– peroxidase KatG activates the administered isoniazid to its biologically active form.The target sites for the activated isoniazid action are acyl carrier protein AcpM and Kas A, a β-ketoaceyl carrier protein synthetase that blocks mycolic acid synthesis. Isoniazid exerts its lethal effects at the target sites by forming covalent complexes.

薬理学

Isoniazid is water soluble and is well absorbed when administered either orally or parenterally. Oral absorption is decreased by concurrent administration of aluminum-containing antacids.
Isoniazid does not bind to serum proteins; it diffuses readily into all body fluids and cells, including the caseous tuberculous lesions. The drug is detectable in significant quantities in pleural and ascitic fluids, as well as in saliva and skin. The concentrations in the central nervous system (CNS) and cerebrospinal fluid are generally about 20% of plasma levels but may reach close to 100% in the presence of meningeal inflammation.
Isoniazid is acetylated to acetyl isoniazid by N-acetyltransferase, an enzyme in liver, bowel, and kidney. Individuals who are genetically rapid acetylators will have a higher ratio of acetyl isoniazid to isoniazid than will slow acetylators. Rapid acetylators were once thought to be more prone to hepatotoxicity, but this is not proved. The slow or rapid acetylation of isoniazid is rarely important clinically, although slow inactivators tend to develop peripheral neuropathy more readily. Metabolites of isoniazid and small amounts of unaltered drug are excreted in the urine within 24 hours of administration.

薬物動態学

Oral absorption: >95%
Cmax 300 mg oral: 3–5 mg/L after 1–2 h
Plasma half-life: 0.5–1.5 h (rapid acetylators)
: 2–4 h (slow acetylators)
Volume of distribution: 0.6–0.8 L/kg
Plasma protein binding: Very low
Absorption and distribution
Isoniazid is almost completely absorbed from the gut and is well distributed. Absorption is impaired by aluminum hydroxide. Therapeutic concentrations are achieved in sputum and CSF. It crosses the placenta and is found in breast milk.
Metabolism
Isoniazid is extensively metabolized to a variety of pharmacologically inactive derivatives, predominantly by acetylation. As a result of genetic polymorphism, patients are divisible into rapid and slow acetylators. About 50% of Caucasians and Blacks, but 80–90% of Chinese and Japanese, are rapid acetylators. Acetylation status does not affect the efficacy of daily administered therapy. The rate of acetylation is reduced in chronic renal failure.
Excretion
Nearly all the dose is excreted in the urine within 24 h, as unchanged drug and metabolic products.

臨床応用

Isonicotinic acid hydrazide, isonicotinyl hydrazide, or INH(Nydrazid) occurs as a nearly colorless crystalline solid thatis very soluble in water. It is prepared by reacting the methylester of isonicotinic acid with hydrazine.
Isoniazid is a remarkably effective agent and continuesto be one of the primary drugs (along with rifampin, pyrazinamide,and ethambutol) for the treatment of tuberculosis.It is not, however, uniformly effective against all formsof the disease. The frequent emergence of strains of the tuberclebacillus resistant to isoniazid during therapy wasseen as the major shortcoming of the drug. This problemhas been largely, but not entirely, overcome with the use ofcombinations.
The activity of isoniazid is manifested on the growing tuberclebacilli and not on resting forms. Its action, which isconsidered bactericidal, is to cause the bacilli to lose lipidcontent by a mechanism that has not been fully elucidated.The most generally accepted theory suggests that the principaleffect of isoniazid is to inhibit the synthesis of mycolicacids, high–molecular-weight, branched β-hydroxyfatty acids that constitute important components of the cellwalls of mycobacteria.

副作用

The incidence and severity of adverse reactions to isoniazid are related to dosage and duration of therapy. Isoniazid-induced hepatitis and peripheral neuropathy are two major untoward effects.

環境運命予測

Isoniazid is a colorless, odorless, white crystalline powder that is slowly oxidized by exposure to air. It undergoes degradation upon prolonged exposure to light. Isoniazid has a solubility of 1 g per 8 ml water, 1 g per 50 ml ethanol, and it is slightly soluble in chloroform and very slightly soluble in ether. A 10% solution of isoniazid has a pH of 6.0–8.0.

代謝

Isoniazid is extensively metabolized to inactive metabolites. The major metabolite is N-acetylisoniazid. The enzyme responsible for acetylation, cytosolic N-acetyltransferase, is produced under genetic control in an inherited autosomal fashion. Individuals who possess high concentrations of the enzyme are referred to as rapid acetylators, whereas those with low concentrations are slow acetylators. This may result in a need to adjust the dosage for fast acetylators. The N-acetyltransferase is located primarily in the liver and small intestine. Other metabolites include isonicotinic acid, which is found in the urine as a glycine conjugate, and hydrazine. Isonicotinic acid also may result from hydrolysis of acetylisoniazid, but in this case, the second product of hydrolysis is acetylhydrazine. Acetylhydrazine is acetylated by N-acetyltransferase to the inactive diacetyl product. This reaction occurs more rapidly in rapid acetylators. The formation of acetylhydrazine is significant in that this compound has been associated with the hepatotoxicity, which may occur during INH therapy.

純化方法

Crystallise isoniazide from 95% EtOH and dry it in a vacuum. [Beilstein 22 III/IV 545, 22/2 V 219.]

予防処置

High isoniazid plasma levels inhibit phenytoin metabolismand potentiate phenytoin toxicity when the twodrugs are coadministered. The serum concentrations ofphenytoin should be monitored, and the dose should beadjusted if necessary.

イソニコチン酸ヒドラジド 上流と下流の製品情報

原材料

準備製品


イソニコチン酸ヒドラジド 生産企業

Global( 768)Suppliers
名前 電話番号 電子メール 国籍 製品カタログ 優位度
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 6000 58
Shanghai Affida new material science and technology center
+undefined15081010295
2691956269@qq.com China 371 58
Henan Suikang Pharmaceutical Co.,Ltd.
+86-18239973690 +86-18239973690
sales@suikangpharm.com China 186 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651
admin@zlchemi.com China 1770 58
Shanghai Bojing Chemical Co.,Ltd.
+86-86-02137122233 +8613795318958
bj1@bj-chem.com China 298 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21689 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
bruce@xrdchem.cn CHINA 566 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32686 60
Shanxi Naipu Import and Export Co.,Ltd
+86-13734021967 +8613734021967
kaia@neputrading.com China 1011 58
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58

イソニコチン酸ヒドラジド  スペクトルデータ(1HNMR、13CNMR、IR1、IR2、MS、Raman)


54-85-3(イソニコチン酸ヒドラジド)キーワード:


  • 54-85-3
  • 4-PYRIDINECARBOHYDRAZIDE
  • AKOS BBS-00004103
  • Isoteb
  • 4-PYRIDINECARBOXYLIC ACID HYDRAZIDE FOR
  • Isonicotinyl hydrazid
  • Isoniazid Vetec(TM) reagent grade, 98%
  • HYCOZID
  • LABOTEST-BB LT00146690
  • INAH
  • ISONIAZID
  • ISONIZIDE
  • ISONICOTINYL HYDRAZIDE
  • ANTI-MYCOBACTERIUM TUBERCULOSIS
  • ANTI-MYCOBACTERIUM TUBERCULOSIS (ALL ANTIGENS)
  • nicazide
  • Nicetal
  • Nicizina
  • Niconyl
  • Nicotibina
  • Nicotisan
  • Nicozide
  • Nidaton
  • Nidrazid
  • Niplen
  • Nitadon
  • niteban
  • NSC 9659
  • nsc9659
  • Nydrazide
  • Nyscozid
  • イソニコチン酸ヒドラジド
  • アルマジド
  • イソニドリン
  • ネオキシン
  • 4-ピリジンカルボン酸ヒドラジド
  • ヒドラジド
  • ニドラジド
  • ペラジド
  • イソニカジド
  • イソニンドン
  • イソシド
  • イソジド
  • イスコチン
  • イソコチン
  • ピカジド
  • ヒドラ
  • イソビシナ
  • ニシジナ
  • ネオテベン
  • イソネックス
  • ミバサン
  • ラニアジド
  • ジツビン
  • ピリジン-4-カルボヒドラジド
  • ニセタール
  • セジン
  • イソテベジド
  • イソニコチノヒドラジド
  • ヒドラジット
  • ユーチゾン
  • ヒコジド
  • ノイマンジン
  • ピリジン-4-カルボン酸ヒドラジド
  • イソニコ
  • ニスコジド
  • イソニコタン
  • リミトシド
  • ニアドリン
  • エルツビン
  • 4-ピリジンカルボヒドラジド
  • イソニレックス
  • ニコチビナ
  • イソニアジド
  • イソニコチノイルヒドラジン
  • ジナクリン
  • ニコニル
  • イソニシド
  • イソニジド
  • ニコジド
  • イソリン
  • コチナゾン
  • ニダトン
  • 2-イソニコチノイルヒドラジン
  • ネビン
  • ニューマンジン
  • リミホン
  • ヒドラソニル
  • ニプレン
  • イシドリナ
  • プレパレーション6424
  • イソニコチノヒドラジド イソニアジド
  • イソニコチン酸ヒドラジン(イソニアジド)
  • イソニアジド(ISONIAZID)
  • イソニコチン酸ヒドラジド, 98+%
  • イソニアジド (JP17)
  • 抗結核薬
  • 植物成長阻害剤
Copyright 2017 © ChemicalBook. All rights reserved