CAS 5470-11-1|hydroxylamine hydrochloride|hydroxylamine hydrochloride|Hydroxylammonium chloride|Hydroxylamine hydrochloride 99%|Oxammonium Hydrochloride|HYDROXYLAMINE, ACS|HYDROXYLAMINE HYDROCHLORID...

General Information

Structure

Molecular Formula

ClH₄NO

Molecular Mass

69.49086

Exact Mass

68.99814143

Charge

InChI

InChI=1S/ClH.H3NO/c;1-2/h1H;2H,1H2

InChIKey

WTDHULULXKLSOZ-UHFFFAOYSA-N

Canonic Smiles

NO.Cl

Isomeric Smiles

NO.Cl

Calculated Properties

JChem

Acid pKa

17.64608

H Acceptors

H Donor

LogD (pH = 5.5)

-0.7521895

LogD (pH = 7.4)

-0.7406456

Log P

-0.7404964

Molar Refractivity

7.8487

Polarizability

2.923362

Polar Surface Area

46.25

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

hydroxylamine hydrochloride

IUPAC Traditional name

hydroxylamine hydrochloride primary amine hydrochloride

Synonyms

Hydroxylammonium chlorideHydroxylamine hydrochloride 99%Oxammonium HydrochlorideHYDROXYLAMINE, ACSHYDROXYLAMINE HYDROCHLORIDE盐酸羟胺Hydroxylamine hydrochloride羟胺盐酸盐盐酸羟胺Hydroxylamine hydrochloride, ACS盐酸羟胺, ACS

Names and Identifiers

Registration numbers

CAS Number

5470-11-1

EC Number

226-798-2

MDL Number

MFCD00051089

PubChem SID

248498142486370024879418248554662487941624867012162077539

Beilstein Number

3539763

Merck Index

144828

PubChem CID

443297

Registration numbers

Properties

Safety Information

Toxic/Corrosive/Explosive/Carcinogenic/Harmful/Air Sensitive/Hygroscopic/Store under Argon

Hygroscopic

Download link

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02101997

Hydrochloride
Slowly decomposes when moist.
Purity: 96% minimum

02152528

Hydrochloride
ACS Reagent Grade
Purity: ≥96.0%

05213650

MP Biomedicals Rare Chemical collection

Sigma Aldrich

H2391

Biochem/physiol Actions
MAO 抑制剂;抑制血小板聚集。

379921

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Packaging
5, 25 g in poly bottle
Application
Reactant for preparation of:
• Organosilane amines as potent inhibitors and structural probes of influenza A virus M2 proton channel1
• Lamellarin D analogues as inibitors of topoisomerase I and potential antitumor agents2
• Azapeptide tocolytic agents as inhibitors of prostaglandin F2α receptor for preventing preterm labor3
• Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B4
• Orally bioavailable quinoline-based antidiabetic dipeptidyl peptidase IV inhibitors targeting Lys5545
• Pyrimidine nucleoside derivatives with nitric oxide donors as antiviral agents6
• Benzyladenosine compounds targeting adenosine A2A receptor and adenosine transporter for neuroprotection7
• Naphthol derivatives as inhibitors of the vanilloid receptor TRPV1 with improved potency in rat cystometry models of urinary incontinence8

431362

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Features and Benefits
Meets A.C.S. reagent specifications.
Packaging
50, 250 g in poly bottle
Application
Reactant for preparation of:
• Organosilane amines as potent inhibitors and structural probes of influenza A virus M2 proton channel1
• Lamellarin D analogues as inibitors of topoisomerase I and potential antitumor agents2
• Azapeptide tocolytic agents as inhibitors of prostaglandin F2a receptor for preventing preterm labor3
• Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B4
• Orally bioavailable quinoline-based antidiabetic dipeptidyl peptidase IV inhibitors targeting Lys5545
• Pyrimidine nucleoside derivatives with nitric oxide donors as antiviral agents6
• Benzyladenosine compounds targeting adenosine A2A receptor and adenosine transporter for neuroprotection7
• Naphthol derivatives as inhibitors of the vanilloid receptor TRPV1 with improved potency in rat cystometry models of urinary incontinence8

55469

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

11514

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Legal Information
TraceSELECT is a registered trademark of Sigma-Aldrich Co. LLC

55459

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

159417

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Packaging
100, 500 g in poly bottle
3 kg in poly drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

255580

Application
Powerful reducing agent. Converts aldehydes and ketones to oximes, and acid chlorides to hydroxamic acids. Used as catalyst, swelling agent, and copolymerization inhibitor.
Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Packaging
100, 500 g in poly bottle
5 g in glass bottle

55460

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

13-2290

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

13-2280

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

13-2291

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Molecule Details

References

PubChem Literature

From Data Sources

• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1326 (2007).

• For a one-pot synthesis of pyrazoles from aldehydes by cyclization of the intermediate oxime in acidic medium with potassium dihyrogen phosphate, see: Tetrahedron Lett., 47, 43 (2006).

• For examples of preparation of oximes from carbonyl compounds, see: Org. Synth. Coll., 2, 70, 313 (1955); 7, 149 (1990). Dehydration of aldoximes is a valuable route to nitriles. The preparation of an oxime, and dehydration with acetic anhydride, are exemplified for veratraldehyde: Org. Synth. Coll., 2, 622 (1943). For other methods of dehydrating oximes to nitriles, see Benzaldoxime, A12053. Procedures for the one-pot conversion of aldehydes to nitriles, without isolation of the intermediate oxime, include: refluxing the aldehyde with hydroxylamine hydrochloride in formic acid/ sodium acetate: J. Chem. Soc., 1564 (1965); formic acid alone: Synthesis, 112 (1979); in pyridine and toluene, with azeotropic water removal: Synthesis, 190 (1982); in DMF (reflux; aromatics only): Z. Chem., 15, 302 (1975); heating in NMP at 110-115^o, effective for aromatic and aliphatic substrates; under these conditions, DMF gave only 20-30% conversion: Synthesis, 586 (1999). A more recent ambient temperature one-pot procedure utilizes DBU in combination with ethyl dichlorophosphate: Synlett, 1317 (2007).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

hydroxylamine hydrochloride

IUPAC Traditional name

hydroxylamine hydrochloride primary amine hydrochloride

Synonyms

Registration numbers

CAS Number

5470-11-1

EC Number

226-798-2

MDL Number

MFCD00051089

PubChem SID

248498142486370024879418248554662487941624867012162077539

Beilstein Number

Merck Index

PubChem CID

Molecule Details

Hydrochloride
Slowly decomposes when moist.
Purity: 96% minimum

02152528

Hydrochloride
ACS Reagent Grade
Purity: ≥96.0%

05213650

MP Biomedicals Rare Chemical collection

Sigma Aldrich

H2391

Biochem/physiol Actions
MAO 抑制剂;抑制血小板聚集。

379921

431362

55469

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

11514

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Legal Information
TraceSELECT is a registered trademark of Sigma-Aldrich Co. LLC

55459

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

159417

255580

55460

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

13-2290

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

13-2280

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

13-2291

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

References

PubChem Literature

From Data Sources

• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1326 (2007).

• For a one-pot synthesis of pyrazoles from aldehydes by cyclization of the intermediate oxime in acidic medium with potassium dihyrogen phosphate, see: Tetrahedron Lett., 47, 43 (2006).

Bioactivity

PubChem BioAssay

Properties

Safety Information

Toxic/Corrosive/Explosive/Carcinogenic/Harmful/Air Sensitive/Hygroscopic/Store under Argon

Hygroscopic

Download link

Molecule

ID:90809