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サリチルヒドロキサム酸

Salicylhydroxamic Acid

HCID 66644
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
89-73-6
標準SMILES
O=C(NO)c1ccccc1O
InChIKey
HBROZNQEVUILML-UHFFFAOYSA-N
分子式
C7H7NO3
平均分子量
153.14 g/mol
単同位体質量
153.04259308

概要

Salicylhydroxamic acid is a hydroxamic acid that is N-hydroxybenzamide carrying a phenolic hydroxy group at position 2. It has a role as an antibacterial drug, a trypanocidal drug, an EC 3.5.1.5 (urease) inhibitor and an EC 1.11.2.2 (myeloperoxidase) inhibitor. It is a hydroxamic acid and a member of phenols.

名称と識別子

優先名称
Salicylhydroxamic Acid
IUPAC
N,2-dihydroxybenzamide
現地名
サリチルヒドロキサム酸
英語名
Salicylhydroxamic acid
分子式
C7H7NO3
分子量
153.14

名称と別名

Salicylhydroxamic acidN,2-Dihydroxybenzamide89-73-62-Hydroxybenzohydroxamic acidSHAMSalicylohydroximic acid2-Hydroxybenzhydroxamic acidO-Hydroxybenzohydroxamic acidDTXSID50753652-hydroxybenzenecarbohydroxamic acidNSC-50888Q07182D0T
名称をさらに表示
サリチルヒドロキサム酸サリチロヒドロキサム酸2-ヒドロキシベンゾヒドロキサム酸2-ヒドロキシベンズヒドロキシム酸2-ヒドロキシベンゾヒドロキシム酸2-ヒドロキシベンゼンホルムヒドロキサム酸サリシルヒドロキサム酸2-ヒドロキシベンゼン-1-カルボヒドロキシム酸N,2-ジヒドロキシベンズアミドN-サリチルヒドロキサム酸サリチロヒドロキシム酸N-ヒドロキシサリチルアミドN-ヒドロキシ(2-ヒドロキシフェニル)ホルムイミド酸α,N,2-トリヒドロキシベンゼンメタンイミン1-N-ヒドロキシ2-ヒドロキシベンゼン-1-カルボキシミド酸shansc5088NSC 193440AKOS BC-3099SalicylhydroxamicSalicylamide oximeIFLAB-BB F1918-0014alicylhydroxami acid
NSC-193440CHEBI:45615RefChem:884393DTXCID7048665201-934-3Salicylohydroxamic acidBenzamide, N,2-dihydroxy-SalicylhydroxaMicacid

物性

構造計算による物性

XLogP
0.9
極性表面積
69.6 Ų
水素結合供与体数
3
水素結合受容体数
3
回転可能結合数
1
重原子数
11
形式電荷
0
複雑度
149

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Physical DescriptionSolid; [Merck Index] Off-white powder; [Alfa Aesar MSDS]
Collision Cross Section124.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID5075365]

物理化学的性質

融点
177 °C · 177 °C (dec.) (lit.)
沸点
276.03 °C · 276.03°C (rough estimate)
比重(密度)
1.3585 · 1.3585 (rough estimate)
屈折率
1.55 · 1.5500 (estimate)
貯蔵温度
Sealed in dry,Room Temperature
外見
微結晶性粉末
酸解離定数(Pka)
pK (25°) 4.19
色
ベージュピンク
水溶解度
水に溶けます。

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Warning

H312+H332 (38.4%): Harmful in contact with skin or if inhaled [Warning Acute toxicity, dermal; acute toxicity, inhalation]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 73 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Hazards SummaryA skin and strong eye irritant; Suspected mutagen; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (91.8%)

安全データ

wgk
3
tsca
TSCA listed
rtecs
VO6870000
hs_code
29242990
risk_code
20/21/22-36/37/38-40
hazard_code
Xn
safety_code
22-26-36-24/25
Hazard Classifications
Acute Tox. 4 DermalCarc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 3 件

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.

Substances that are destructive to protozoans.

Agents destructive to the protozoal organisms belonging to the suborder TRYPANOSOMATINA.

用途と製造

UsesUsed as a complexing agent; [Merck Index]
General Manufacturing InformationBenzamide, N,2-dihydroxy-: ACTIVE
応用分野 · 1 件

使用Salicylhydroxamic acid is a collector with efficient chelating effect on rare metal oxide minerals. It is used in rare metal beneficiation and has the advantages of good selectivity and strong collecting power. Salicylhydroxamic acid is mainly used as a complexing agent or extractant for rare earth ore, copper oxide ore, lead-zinc oxide ore, gold ore, kaolin, etc., as well as organic synthesis intermediates.

調製方法 · 2 件

製造方法The synthesis of salicylhydroxamic acid involved a two-step process. In the first step, methyl salicylate was prepared by esterifying salicylic acid with methanol using 28g (0.2 mol) of salicylic acid, 81 ml of methanol, and 8 ml of concentrated sulfuric acid. In the second step, hydroxylamine was coupled with the methyl salicylate. 13.9 g (0.2mol) of hydroxylamine was mixed with 200 ml of 10% sodium hydroxide solution and cooled. To this, 152.3g (0.1mol) of methyl salicylate was added in small portions with vigorous shaking after each addition to ensure complete dissolution. The mixture was allowed to stand for 36 hours, then acidified with 2M sulphuric acid and cooled. The precipitate was filtered, recrystallized from hot water containing a drop of acetic acid, recooled, and filtered. The yield of white precipitate collected and weighed was 14g of salicylhydroxamic acid.Preparation and Characterization of Salicylhydroxamic acid and its Complexes with Iron (III), Cobalt (II) and Manganese (II)

関連反応

20 件
反応記録を作成
HRID 342838 の反応式
HRID 342838生成物としてuspto-grants-1999_01
HRID 356753 の反応式
HRID 356753生成物としてuspto-grants-1998_11
HRID 362584 の反応式
HRID 362584生成物としてuspto-grants-1999_02
HRID 363161 の反応式
HRID 363161生成物としてuspto-grants-1999_02
HRID 670092 の反応式
HRID 670092生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
HRID 985184 の反応式
HRID 985184生成物としてuspto-grants-2005_03
HRID 991140 の反応式
HRID 991140生成物としてuspto-grants-2002_10
HRID 1168858 の反応式
HRID 1168858反応物としてuspto-grants-2003_09
1 / 3 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
89-73-6
PubChem CID
66644
DTXSID
DTXSID5075365
ChEMBL
CHEMBL309339
ChEBI
CHEBI:45615
UNII
8Q07182D0T
EC Number
201-934-3
Nikkaji
J5.157H
Merck
14 · 14,8331
BRN
1210520 · 1210520
安定性
安定。強塩基、強酸化剤とは相容れない。可燃性。
化粧品成分の機能
キレート化スキンコンディショニング
InChI
InChI=1S/C7H7NO3/c9-6-4-2-1-3-5(6)7(10)8-11/h1-4,9,11H,(H,8,10)
InChIKey
HBROZNQEVUILML-UHFFFAOYSA-N
SMILES
C(NO)(=O)C1=CC=CC=C1O
CAS データベース
89 · 89-73-6(CAS DataBase Reference)
EPAの化学物質情報
2 · N,2-Dihydroxybenzamide (89-73-6)
化学的性質 · 1 件

化学的特性It is a white needle crystal or off-white powder with a slow-heating melting point of 168°C. It is soluble in alcohol and ether and can be sublimated. When exposed to air, it progressively turns red. It is synthesized by combining methyl salicylate and hydroxylamine hydrochloride with sodium hydroxide, followed by acidification.

純化方法Crystallise the hydroxamic acid from acetic acid. [Beilstein 10 H 98.]

上流・下流製品情報

上流原料

サリチル酸メチル塩酸ヒドロキシルアミン水酸化ナトリウムサリチルアルデヒドビタミン K3トリエチルアミン水和物テトラヒドロフランエタノール硝酸銀

下流製品

1,2-ベンゾイソオキサゾール-3-オール2-ベンゾオキサゾリノン

サプライヤー100 社

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補足説明 · 1 件

定義ChEBI: Salicylhydroxamic acid is a hydroxamic acid that is N-hydroxybenzamide carrying a phenolic hydroxy group at position 2. It has a role as an antibacterial drug, a trypanocidal drug, an EC 3.5.1.5 (urease) inhibitor and an EC 1.11.2.2 (myeloperoxidase) inhibitor. It is a member of phenols and a hydroxamic acid.