66508-11-0

Basic information

• Product Name: 3-(N-HYDROXYAMINO)PROPYL PHOSPHONATE
• Synonyms: 3-(N-HYDROXYAMINO)PROPYL PHOSPHONATE;NSC 377717;P-[3-(Hydroxyamino)propyl]phosphonic Acid
• CAS NO: 66508-11-0
• Molecular Formula: C₃H₁₀NO₄P
• Molecular Weight: 153.073681
• Product Categories: All Inhibitors;Inhibitors
• Mol File: 66508-11-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 430.9°Cat760mmHg
• Flash Point: 214.4°C
• Appearance: /
• Density: 1.497g/cm³
• Vapor Pressure: 1.25E-08mmHg at 25°C
• Refractive Index: 1.511
• Storage Temp.: Refrigerator
• Solubility: DMF (Slightly), Ethanol (Slightly), Methanol (Slightly), Water (Slightly)
• CAS DataBase Reference: 3-(N-HYDROXYAMINO)PROPYL PHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(N-HYDROXYAMINO)PROPYL PHOSPHONATE(66508-11-0)
• EPA Substance Registry System: 3-(N-HYDROXYAMINO)PROPYL PHOSPHONATE(66508-11-0)

Safety Data

• Hazardous Substances Data: 66508-11-0(Hazardous Substances Data)

Usage

Chemical Properties

White Powder

Uses

3-(N-Hydroxyamino)propyl Phosphonate (cas# 66508-11-0) is a compound useful in organic synthesis.

InChI:InChI=1/C3H10NO4P/c5-4-2-1-3-9(6,7)8/h4-5H,1-3H2,(H2,6,7,8)

Upstream product

• 66508-84-7 dimethyl (E)-<3-<(N-acetyl-N-hydroxy)amino>propyl>phosphonate 
• 73226-73-0 3-(N-acetyl-N-hydroxyamino)-propylphosphonic acid monosodium salt 
• 85006-25-3 N,N-di(tert-butoxycarbonyl)hydroxylamine 
• 165070-00-8 diisopropyl (1-methoxycarbonyloxy-2-propenyl)phosphonate 
• 557090-55-8 O-(benzylhydroxylamino)propylphosphonic acid diethyl ester 
• 66508-19-8 3-(N-hydroxyamino)-propylphosphonic acid diethylester 
• 66498-72-4 diethyl 3-(N-tosyl-N-benzyloxyamino)propylphosphonate 

Downstream Products

• 73226-73-0 3-(N-acetyl-N-hydroxyamino)-propylphosphonic acid monosodium salt 
• 66508-53-0 fosmidomycin 
• 66508-37-0 fosmidomycin mono sodium salt 
• 66508-45-0 monoammonium salt of 3-[N-(4-chloro-2-hydroxy benzoyl)-N-hydroxyamino]propylphosphonic acid 
• 66508-34-7 3-[N-(N-benzyloxycarbonylaminoacetyl)-N-hydroxyamino]propylphosphonic acid 
• 66508-35-8 3-(N-aminoacetyl-N-hydroxyamino)propylphosphonic acid 
• 66508-72-3 monoammonium salt of 3-[N-hydroxy-N-(2-hydroxyimino-2-phenylacetyl)amino]-propylphosphonic acid 
• 66508-69-8 3-(N-hydroxy-N-phenoxyacetylamino)propylphosphonic acid 
• 66508-47-2 C₁₀H₁₅N₂O₅P 
• 66508-32-5 3-(N-acetyl-N-hydroxyamino)propylphosphonic acid 
• 66508-75-6 {3-[Hydroxy-(2-oxo-2-phenyl-acetyl)-amino]-propyl}-phosphonic acid 

Relevant articles and documents

Regioselective palladium(0) catalyzed amination of carbonates of allylic α-hydroxyphosphonates with hydroxylamine derivatives: A convenient route to phosphonic acids related to the antibiotic fosmidomycin

Palladium(0) catalyzed amination of diisopropyl (1-methoxycarbonyloxy-2-propenyl)phosphonate (1) with tert-butyl (tert-butoxycarbonyloxy)carbamate (BocNHOBoc, 2a), and (N-acetyloxy)acetamide (AcNHOAc, 2b) proceeds regiospecifically and with high (E)-stereoselectivity to give the protected [3-(N-hydroxyamino)-1-propenyl]phosphonates 3a and 3b, respectively, in high yields. Hydrogenation of compounds 3a and 3b affords the corresponding propylphosphonates 4. Compounds 3a,b and 4a,b are further converted to precursors and analogues of the phosphonic acid antibiotic fosmidomycin.

Use of organophosphorus compounds for the therapeutic and prophylactic treatment of infections

Use of organophosphorus compounds of general Formula (I) for the therapeutic and prophylactic treatment of infections in humans and animals caused by viruses, fungi and parasites.

Studies on phosphonic acid antibiotics. III. Structure and synthesis of 3-(N-acetyl-N-hydroxyamino)propylphosphonic acid (FR-900098) and 3-(N-acetyl-N-hydroxyamino)-2(R)-hydroxypropylphosphonic acid (FR-33289)

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