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Salicylohydroxamsure

Salicylhydroxamic Acid

HCID 66644
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
89-73-6
Standard-SMILES
O=C(NO)c1ccccc1O
InChIKey
HBROZNQEVUILML-UHFFFAOYSA-N
Summenformel
C7H7NO3
Durchschnittliche Molmasse
153,14 g/mol
Monoisotopische Masse
153,04259308

Überblick

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.

Namen und Bezeichner

Bevorzugter Name
Salicylhydroxamic Acid
IUPAC
N,2-dihydroxybenzamide
Lokaler Name
Salicylohydroxamsure
Englischer Name
Salicylhydroxamic acid
Summenformel
C7H7NO3
Molmasse
153.14

Namen und Synonyme

Salicylhydroxamic acidN,2-Dihydroxybenzamide89-73-62-Hydroxybenzohydroxamic acidSHAMSalicylohydroximic acid2-Hydroxybenzhydroxamic acidO-Hydroxybenzohydroxamic acidDTXSID50753652-hydroxybenzenecarbohydroxamic acidNSC-50888Q07182D0T
Weitere Namen anzeigen
shansc5088NSC 193440AKOS BC-3099SalicylhydroxamicSalicylamide oximeIFLAB-BB F1918-0014alicylhydroxami acid
NSC-193440CHEBI:45615RefChem:884393DTXCID7048665201-934-3Salicylohydroxamic acidBenzamide, N,2-dihydroxy-SalicylhydroxaMicacid

Datenbank-Bezeichner

CAS
89-73-6
PubChem CID
66644
DTXSID
DTXSID5075365
ChEMBL
CHEMBL309339
ChEBI

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,9
Polarare Oberfläche (TPSA)
69,6 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
1
Schwere Atome
11
Formalladung
0
Komplexität
149

Experimentelle und physikochemische Eigenschaften

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]

Physikochemische Eigenschaften

Schmelzpunkt
177 °C · 177 °C (dec.) (lit.)
Siedepunkt
276.03 °C · 276.03°C (rough estimate)
Dichte
1.3585 · 1.3585 (rough estimate)
Brechungsindex
1.55 · 1.5500 (estimate)
storage temp.
Sealed in dry,Room Temperature

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

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%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29242990
RTECS-Nr.
VO6870000
risk_code
20/21/22-36/37/38-40
hazard_code
Xn
safety_code
22-26-36-24/25
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 DermalCarc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 3 Einträge

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.

Verwendung und Herstellung

UsesUsed as a complexing agent; [Merck Index]
General Manufacturing InformationBenzamide, N,2-dihydroxy-: ACTIVE
Anwendungen · 1 Eintrag

VerwendenSalicylhydroxamic 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.

Darstellung · 1 Eintrag

synthetischeThe 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)

Zugehörige Reaktionen

20
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 342838
HRID 342838als Produktuspto-grants-1999_01
Reaktionsgleichung von HRID 356753
HRID 356753als Produktuspto-grants-1998_11
Reaktionsgleichung von HRID 362584
HRID 362584als Produktuspto-grants-1999_02
Reaktionsgleichung von HRID 363161
HRID 363161als Produktuspto-grants-1999_02
Reaktionsgleichung von HRID 670092
HRID 670092als ProduktTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
Reaktionsgleichung von HRID 985184
HRID 985184als Produktuspto-grants-2005_03
Reaktionsgleichung von HRID 991140
HRID 991140als Produktuspto-grants-2002_10
Reaktionsgleichung von HRID 1168858
HRID 1168858als Eduktuspto-grants-2003_09
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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
CHEBI:45615
UNII
8Q07182D0T
EC Number
201-934-3
Nikkaji
J5.157H
Aggregatzustand
Fine Crystalline Powder
pka
pK (25°) 4.19
Farbe
Beige-pink
Wasserlöslichkeit
It is soluble in water.
Merck
14 · 14,8331
BRN
1210520 · 1210520
Stabilität
Stable. Incompatible with strong bases, strong oxidizing agents. Combustible.
Kosmetik-Inhaltsstoffe Funktionen
CHELATINGSKIN CONDITIONING
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 Datenbank
89 · 89-73-6(CAS DataBase Reference)
EPA chemische Informationen
2 · N,2-Dihydroxybenzamide (89-73-6)

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

MethylsalicylatHydroxylammoniumchloridNatriumhydroxidSalicylaldehydMenadionN,N-DiethylethanaminWasserTetrahydrofuranEthanolSilbernitrat

Nachgelagerte Produkte

Benzo[d]isoxazol-3-ol2-Benzoxazolinon

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.