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Home > Encyclopedia > O-Methylhydroxylamine hydrochloride

O-Methylhydroxylamine hydrochloride

O-Methylhydroxylamine hydrochloride structure

O-Methylhydroxylamine hydrochloride 

structure
  • CAS No:

    593-56-6

  • Formula:

    CH5NO.ClH

  • Chemical Name:

    O-Methylhydroxylamine hydrochloride

  • Synonyms:

    Hydroxylamine,O-methyl-,hydrochloride (1:1);Hydroxylamine,O-methyl-,hydrochloride;Methoxyamine hydrochloride;Methoxyammonium chloride;Methoxylamine hydrochloride;O-Methylhydroxylamine hydrochloride;O-Methoxyamine hydrochloride;N-Methoxylamine hydrochloride;Hydroxylamine methyl ether hydrochloride;O-Methylhydroxyamine hydrochloride;(Aminooxy)methane hydrochloride;73151-12-9;400605-40-5;253880-85-2

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

White to very faintly yellow crystalline powder


O-methylhydroxylamine hydrochloride appears as off-white crystals. (NTP, 1992)


O-methylhydroxylamine hydrochloride appears as off-white crystals. (NTP, 1992)|Methoxyamine Hydrochloride is the hydrochloride salt form of methoxyamine, an alkoxyamine with potential chemotherapeutic adjuvant activity. Methoxyamine covalently binds to apurinic/apyrimidinic DNA damage sites and thereby inhibits base excision repair (BER) process, which may prevent repair of DNA strand breaks and result in an induction of apoptosis. This agent may potentiate the anti-tumor activity of alkylating agents.

O-Methylhydroxylamine hydrochloride Basic Attributes

83.51740

83.01380

209-798-7

203546OLMF

3801

1759

DTXSID9025615

C78085

2922199090

Characteristics

35.25000

O-methylhydroxylamine hydrochloride appears as off-white crystals. (NTP, 1992)

0.854g/cm3

148-149 °C @ Solvent: Ethyl acetate, Ethanol

105-110ºC

n20/D 1.4021

H2O: soluble

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Water soluble.

Ethers

In aqueous solution, O-METHYLHYDROXYLAMINE HYDROCHLORIDE behaves as an acid. Materials in this group are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.

Safety Information

III

8

UN 3261

3

R36/37/38

S24/25

NC3980000

Xi

P273-P280-P305 + P351 + P338-P310

H314-H400

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

|Danger|H302 (85.06%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P321, P322, P330, P332+P313, P333+P313, P362, P363, P391, P405, and P501|Aggregated GHS information provided by 348 companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. Splash proof safety goggles should be worn while handling this chemical. Alternatively, a full face respirator, equipped as above, may be used to provide simultaneous eye and respiratory protection. (NTP, 1992)

Drug Information

SYMPTOMS: Symptoms of exposure to this compound may include burns to the skin, eyes and mucous membranes. ACUTE/CHRONIC HAZARDS: This compound causes strong irritation to the eyes, skin and mucous membranes on contact. It is corrosive. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. (NTP, 1992)

methoxyamine

O-Methylhydroxylamine hydrochloride Use and Manufacturing

Methods of Manufacturing

After 500 mg of hydroxyphthalimide (Aldrich) was dissolved in 5 ml of dimethylformamide under argon flow, 0.2 ml of iodinated methane (Aldrich) was added, and 0.5 ml of 1, 8-diazabicyclo[5.4.0]undec-7-ene (Aldrich) was slowly added. After the mixture was stirred at 60° C. for 2 hours, the temperature was again lowered to room temperature, and then the reaction was stopped by adding a 2 N hydrochloric acid solution. The reaction liquid was diluted by adding 20 ml of ethyl acetate, followed by drying over magnesium sulfate and filtration. The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a mixture eluent of ethyl acetate/hexane (1:5) and then dried to obtain 407 mg of a compound (yield: 75percent). The compound was dissolved in 5 ml of dichloromethane, and 0.11 ml of methyl hydrazine (TCI) was slowly added at 0° C. After the reaction liquid was stirred at room temperature for 2 hours, the temperature was again lowered to 0° C. The generated solid was then filtered out, and 1 ml of a 4 M hydrochloric acid dioxane solution (Aldrich) was added to the residual filtrate, followed by filtration and drying, to obtain 173 mg of a solid (yield: 90percent). 10 mg of the obtained solid and 54 mg of SAC-0906 obtained as obtained above were dissolved in 1 ml of pyridine (Aldrich) under argon flow, followed by stirring at 80° C. for 4 hours. After the temperature was lowered to room temperature, the reaction liquid was acidified by adding a 2 N hydrochloric acid solution, followed by extraction with 20 ml of diethyl ether, drying over magnesium sulfate, and filtration. The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a mixed eluent of ethyl acetate/hexane (1:5) to obtain the target compound SAC-1012 (48 mg, yield: 85percent).

Uses

1. Antineoplastic, hydroxymethyltransferase inhibitor
2. Methoxylamine is a methoxime derivative used as internal standard for Prostaglandin assays by gas chromatography-mass spectrometry

Hydroxylamine, O-methyl-, hydrochloride (1:1): ACTIVE

Computed Properties

Molecular Weight:83.52
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:83.0137915
Monoisotopic Mass:83.0137915
Topological Polar Surface Area:35.2
Heavy Atom Count:4
Complexity:4.8
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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