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塩酸ナイトロジェンマスタード-N-オキシド

Mechlorethamine Oxide Hydrochloride

HCID 9334
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
302-70-5
標準SMILES
C[N+]([O-])(CCCl)CCCl.Cl
InChIKey
SYNHCENRCUAUNM-UHFFFAOYSA-N
分子式
C5H12Cl3NO
平均分子量
208.5 g/mol
単同位体質量
206.998447

概要

Nitrogen Mustard N-oxide Hydrochloride can cause cancer according to an independent committee of scientific and health experts.

名称と識別子

優先名称
Mechlorethamine Oxide Hydrochloride
IUPAC
2-chloro-N-(2-chloroethyl)-N-methylethanamine oxide;hydrochloride
現地名
塩酸ナイトロジェンマスタード-N-オキシド
英語名
chlormethine N-oxide hydrochloride
分子式
C5H12Cl3NO
分子量
208.51388

名称と別名

NitrominMitomenMustronOxyamine302-70-5Nitromin hydrochlorideNITROGEN MUSTARD N-OXIDE HYDROCHLORIDEN-Oxyd-lost-hclMechlorethamine oxide hydrochlorideSK-598Chlormethine-N-oxide hydrochlorideMethyldi(2-chloroethyl)amine N-oxide hydrochloride
名称をさらに表示
塩酸ナイトロジェンマスタード-N-オキシド塩酸ナイトロジェンマスタード-N-オキシド (JAN)メチル-ビス(β-クロロエチル)アミンオキサイド塩酸塩メチルビス(2-クロロエチル)アミンオキシド・塩酸塩Mbao hydrochlorideHn20 hydrochlorideMechlorethaminoxydeHn2 oxide hydrochlorideChlormethine N-oxide HClmustine N-oxide hydrochloridechlormethine N-oxide hydrochlorideNITROGENMUSTARDN-OXIDEHYDROCHLORIDE
N-Methylbis(2-chloroethyl)amine N-oxide hydrochloride2,2'-Dichloro-N-methyldiethylamine N-oxide hydrochlorideN-Methyl-2,2'-dichlorodiethylamine N-oxide hydrochloride2-Chloro-N-(2-chloroethyl)-N-methylethanamine-N-oxide hydrochloride009L92D6OCMethylbis(2-chloroethyl)amine N-oxide hydrochlorideMethylbis(beta-chloroethyl)amine N-oxide hydrochlorideEthanamine, 2-chloro-N-(2-chloroethyl)-N-methyl-, N-oxide, hydrochloride

データベース識別子

CAS
302-70-5
PubChem CID
9334
DTXSID
DTXSID0023375
ChEBI
CHEBI:31913
UNII
009L92D6OC

物性

構造計算による物性

極性表面積
18.1 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
4
重原子数
10
形式電荷
0
複雑度
73.4

実験および物理化学的性質

OdorODORLESS
Color/Form · 2 件

Prisms from acetone

COLORLESS CRYSTALS

Solubility · 2 件

Sol in water

FREELY SOL IN ETHANOL; SLIGHTLY SOL IN BENZENE, ETHER

DecompositionWhen heated to decomposition it emits toxic fumes of /Hydrogen Chloride and Nitrogen Oxides/.
Melting Point109-110 °C
Other Experimental Properties · 3 件

HYDROLYZES IN ALKALINE SOLN (PH 8), MUCH MORE SLOWLY THAN DOES FREE BASE

READILY REDUCED, EG, RELEASES IODINE FROM POTASSIUM IODIDE

Mol wt: 172; Soluble in water; sparingly soluble in benzene and ether /Nitrogen mustard n-oxide/

物理化学的性質

融点
109 · 109-110°
EPAの化学物質情報
Nitrogen mustard (HN-2), N-oxide hydrochloride (302-70-5)

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。

危険有害性情報

Regulatory InformationHazard Traits - Carcinogenicity
Fire Potential · 1 件

Fire: Vesicants may be volatilized during a fire or be spread by efforts to extinguish the fire. Agents may be decomposed by heat to produce other toxic and/or corrosive gases. In addition, Nitrogen Vesicants may react with steam or water during a fire to produce toxic and/or corrosive vapors. Hydrogen produced by the action of the corrosive vapors on metals or other corrodible materials may be present. Nitrogen Vesicants tend to polymerize and the polymerization products may present an explosion hazard. /Vesicants - Nitrogen Based/

Hazardous Reactivities and Incompatibilities · 1 件

Reactivity: Nitrogen Vesicants tend to polymerize. Polymerization may generate enough heat to cause an explosion. In addition, polymerized components may present an explosion hazard. Lack of solubility inhibits hydrolysis of Nitrogen Vesicants. /Vesicants - Nitrogen Based/

安全と保護具

Cleanup Methods · 1 件

Protection: Evacuation: Immediately isolate an area around any liquid or solid contamination for at least 400 feet in all directions. If possible, identify the agent and develop a downwind hazard diagram (see Table 3.2). Adjust the initial isolation distance as appropriate. Based on the type of release, amount of material aerosolized, persistence of the agent and local conditions (e.g., weather, population density, time of day), shelter in place until the initial cloud passes may be the most appropriate course of action since timely evacuation of the threatened downwind population may not be possible. Depending on the persistence of the agent and the potential for condensation of agent from the cloud, evacuation of the threatened population after passage of the initial cloud may be appropriate. /Vesicants- Nitrogen Based/

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 3 件

Decontamination: Vapor: Casualties/personnel: Speed in decontamination is absolutely essential. Immediately wash skin and clothes with a bleach solution that is no less than one part household bleach in nine parts water. Rinse with copious amounts of water. To be effective, decontamination must be completed within one minute of exposure. In all cases, clothing should be removed because it may contain "trapped" vapor. Small Areas: Decontaminate with copious amounts of full strength household bleach. Removal of porous material, including painted surfaces, that may have absorbed Nitrogen Vesicant vapor may be required as these materials could continue to re release vapor after exposure has ceased. /Vesicants- Nitrogen Based/

Decontamination: Liquid: Casualties/personnel: Speed in decontamination is absolutely essential. Remove contaminated clothing immediately. Remove as much of the agent from the skin as fast as possible without spreading the material. Immediately wash skin and clothes with a bleach solution that is no less than one part household bleach in nine parts water. Rinse with copious amounts of water. To be effective, decontamination must be completed within one minute of exposure. However, to prevent systemic toxicity, decontamination should be done as late as 2 or 3 hours after exposure even if it increases the severity of the local reaction. In all cases, clothing should be removed because it may contain "trapped" liquid or vapor. Small Areas: Puddles of liquid must be contained by covering with vermiculite, diatomaceous earth, clay, fine sand, sponges, paper towels or cloth towels. Remove all material and place in a container. Decontaminate the area with copious amounts of household bleach. A 10 weight percent HTH/water slurry may be substituted for the bleach solution. Removal of porous material, including painted surfaces, that may have absorbed Vesicant liquid may be required as these materials could continue to re-release vapor after exposure has ceased. Surfaces contaminated with Vesicants then only rinsed may still evolve sufficient agent vapor to produce a physiological response. /Vesicants- Nitrogen Based/

Decontamination: Solid: Casualties/personnel: Speed in decontamination is absolutely essential. Remove contaminated clothing immediately. Remove as much of the agent from the skin as fast as possible without spreading the material. Immediately wash skin with a bleach solution that is no less than one part household bleach in nine parts water. Rinse with copious amounts of water. To be effective, decontamination must be completed within one minute of exposure. However, to prevent systemic toxicity, decontamination should be done as late as 2 or 3 hours after exposure even if it increases the severity of the local reaction. Remove all clothing from casualties regardless of apparent contamination. Extreme care must be exercised when dealing with solids as agents may adhere to the skin or clothing and present a contact and inhalation hazard later. Immediately wash clothes with a bleach solution that is no less than one part household bleach in nine parts water. Rinse with copious amounts of water. Small Areas: Consolidate as much material as possible and place into containers. In heavily contaminated areas, employ vacuum devices equipped with High Efficiency Particulate Air (HEPA) filters to remove as much agent as possible. Decontaminate the area with copious amounts of full strength household bleach. A 10 weight percent HTH pool bleach/water slurry may be substituted for the bleach solution. /Vesicants- Nitrogen Based/

Personal Protective Equipment (PPE) · 1 件

Personal Protective Requirements: Nitrogen Vesicants pose both a severe respiratory and severe contact hazard. Wear appropriate fully encapsulating protective gear with positive pressure self contained breathing apparatus (SCBA). Structural firefighters' protective clothing is recommended for fire situations only; it is not effective in spill or release events. Solid agents pose a less significant vapor hazard but a much more significant contact hazard. If solid agents have been released, dust control during windy conditions will be essential. /Vesicants- Nitrogen Based/

毒性情報

Interactions · 1 件

COMBINED INFUSION OF NITROGEN MUSTARD N-OXIDE (10 OR 20 MG/KG) INTO HEPATIC ARTERY ALONG WITH SYSTEMIC ADMIN OF CYSTEINE (500 MG/KG) IN SARCOMA BEARING RATS, CONTROLLED TUMOR GROWTH IN LIVER. ALL RATS RECEIVING ONLY NITROGEN MUSTARD N-OXIDE BY INFUSION INTO HEPATIC ARTERY DIED.

Toxicity Summary · 2 件

Toxicology Effects: Vesicants affect both exterior and interior parts of the body. Vesicants cause inflammation, blisters, and general destruction of tissues. Vapors have a greater impact on moist areas of the body. Eyes are especially susceptible to vesicants. Inhalation of Vesicants can cause lung membranes to swell and become filled with liquid (pulmonary edema). Death may result from lack of oxygen. Vesicants are also systemic agents and readily pass through the skin to affect susceptible tissue including those that produce blood. Nitrogen Vesicants should be considered carcinogenic. Pathways: Vesicants are hazardous through inhalation, skin and eye exposure, ingestion, and abraded skin (e.g., breaks in the skin or penetration of skin by debris). /Vesicants- Nitrogen Based/

Latency Period: Tissue damage occurs within minutes of exposure to Nitrogen Vesicants, but clinical effects may not appear for up to 24 hours. Eye irritation may develop immediately. Pulmonary edema caused by inhalation of the agent vapor may be delayed for several hours. /Vesicants - Nitrogen Based/

Medical Surveillance · 1 件

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Human Toxicity ExcerptsSuspected carcinogen with experimental tumorigenic data. Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Mutation data reported.
Non-Human Toxicity Excerpts · 5 件

4 WEEKLY SC DOSES OF 650 MG/KG BODY WT ... OF A 3% SOLN OF NITROGEN MUSTARD N-OXIDE HYDROCHLORIDE IN SALINE WERE GIVEN TO MALE AND FEMALE DD/I SUCKLING MICE, 7 DAYS OLD. THYMIC LYMPHOMAS WERE OBSERVED IN 27/47 & LUNG ADENOMAS IN 20/47 TREATED MICE SURVIVING 80 OR MORE DAYS. LUNG CARCINOMAS & HARDERIAN GLAND ADENOMAS ALSO OCCURRED IN 8/38 & 6/38 MICE SURVIVING AFTER 180 DAYS. OTHER TUMORS OCCURRING IN TREATED MICE, BUT NOT IN SALINE TREATED CONTROLS, THAT SURVIVED 180 OR MORE DAYS INCLUDED 2 LIVER TUMORS, 2 OVARIAN TUMORS, 1 HEMANGIOMA OF DUODENUM & 1 FORESTOMACH PAPILLOMA. IN 69 SALINE TREATED CONTROLS SURVIVING 80-450 DAYS, 15 MICE DIED WITH LUNG ADENOMAS. THE AVERAGE SURVIVAL TIME IN TREATED MICE WAS 260 DAYS.

安全データ

ridadr
3249
毒性
LD50 oral in rat: 60mg/kg
hazard_class
6.1(a)
packing_group
II
有毒物質データの
302-70-5(Hazardous Substances Data)

化学と産業

薬理情報

MeSH Pharmacological Classification · 4 件

Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases.

Chemicals that are used to cause the disturbance, disease, or death of humans during WARFARE.

Drugs that act locally on cutaneous or mucosal surfaces to produce inflammation; those that cause redness due to hyperemia are rubefacients; those that raise blisters are vesicants and those that penetrate sebaceous glands and cause abscesses are pustulants; tear gases and mustard gases are also irritants.

A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026)

Absorption, Distribution and Excretion · 1 件

After iv injection of 5 mg/kg body wt (14)C-labeled-methyl nitrogen mustard N-oxide in dogs ... no activity ... in blood after 1 hr in urine, highest level of radioactivity was found between 5 & 20 min after injection & had declined to 0 after 4 hr.

用途と製造

Uses · 3 件

Antineoplastic agent (non-USA use)

MEDICATION

MEDICATION (VET)

U.S. ProductionNOT PRODUCED COMMERCIALLY IN USA
Methods of Manufacturing · 1 件

Prepn by treating 2,2'-dichloro-N-methyldiethylamine with hydrogen peroxide and acetic anhydride in ether, followed by shaking with 10% hydrochloric acid: Alko et al, J Pharm Soc Japan 72: 1297 (1952, English text), Chemical Abstract 47: 1289 (1953).

Formulations/Preparations/AS ANTINEOPLASTIC AGENT/ ... AVAIL IN AUSTRIA & JAPAN IN FORM OF TABLETS CONTAINING 5 MG ACTIVE INGREDIENT & IN AMPULES FOR IV INJECTION CONTAINING 25 & 50 MG.
General Manufacturing Information... IT HAS BEEN TESTED FOR USE AS ... INSECT STERILANT ...

サプライヤー2 社

Lanospharma Laboratories Co.,Ltd13440048448 · [email protected]
WATERSTONE[email protected]

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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

A GROUP OF 55 MALE BR46 RATS 60-70 DAYS OLD, RECEIVED WEEKLY IV INJECTIONS OF 4.2 MG/KG BODY WT ... NITROGEN MUSTARD N-OXIDE HYDROCHLORIDE FOR 52 WK (TOTAL DOSE, 218 MG/KG BODY WT). OF 44 RATS SURVIVING AT THE APPEARANCE OF THE FIRST TUMOR, 12 (27%) DEVELOPED MALIGNANT TUMORS & 2 (4%) BENIGN TUMORS, COMPARED WITH 4/65 (6%) & 3/65 (5%) CONTROLS, RESPECTIVELY. THE AVERAGE OBSERVATION TIME OF THE TUMORS WAS 16 MONTHS IN TREATED ANIMALS AND 23 MONTHS IN CONTROLS. IN TREATED RATS, 3 SARCOMAS IN ABDOMINAL CAVITY, 7 RETICULAR CELL TUMORS, 1 OSTEOSARCOMA & 1 ANGIOSARCOMA IN MUSCLE WERE OBSERVED. MALIGNANT TUMORS IN CONTROLS INCLUDED 3 MAMMARY SARCOMAS AND 1 PHAEOCHROMOCYTOMA.

THREE GROUPS, 51 DT MICE, 47 DDN MICE AND 29 DDN MICE, RECEIVED TWICE WEEKLY /IV, IP, SC/ INJECTIONS OF 5 OR 10 MG/KG OR WEEKLY INJECTIONS OF 20 MG/KG BODY WT OF NITROGEN MUSTARD N-OXIDE HYDROCHLORIDE IN SALINE FOR 15 WK, RESPECTIVELY. 20 DDN MICE SERVED AS CONTROLS ... THE NUMBER OF TUMORS OCCURRING IN TREATED ANIMALS SURVIVING 26-80 WEEKS WITHIN EACH GROUP WERE 15/21 (71%), 9/28 (32%) AND 4/16 (25%), COMPARED WITH 0/16 CONTROLS. TUMORS IN TREATED ANIMALS WERE MAINLY LYMPHOMAS, FIBROSARCOMAS & PULMONARY ADENOMAS, 1 HEMANGIOMA OF LIVER & 1 ADENOMA OF PARATHYROID GLAND ... .

NITROGEN MUSTARD N-OXIDE HYDROCHLORIDE INDUCES CHROMATID ABERRATIONS IN EHRLICH-ASCITES TUMOR CELLS GROWN IN MOUSE PERITONEUM, POINT MUTATIONS IN BACTERIA & DOMINANT LETHAL MUTATIONS IN MICE.

For more Non-Human Toxicity Excerpts (Complete) data for NITROGEN MUSTARD N-OXIDE HYDROCHLORIDE (14 total), please visit the HSDB record page.

Evidence for Carcinogenicity · 1 件

Classification of carcinogenicity: 1) evidence in humans: no adequate data; 2) evidence in animals: sufficient. Overall summary evaluation of carcinogenic risk to humans is Group 2B: The agent is possibly carcinogenic to humans. /Nitrogen mustard N-oxide; from table/

Probable Routes of Human Exposure · 1 件

Since the substance is used only as an antineoplastic agent, health professionals (eg, pharmacists, nurses, and physicians) involved in cancer chemotherapy are the principal personnel who potentially may be exposed. Exposure may occur during drug preparation, administration, or cleanup.

Antidote and Emergency Treatment · 2 件

First Aid: Signs & Symptoms: Mild vapor exposure may not produce skin lesions. There is an asymptomatic latent period (4 to 24 hours) followed by inflammation and redness of the skin progressing to blisters. Eye impacts, including irritation, tearing, and sensitivity to light may appear immediately. There may also be inflammation of the eyes. Larger amounts of vapor cause swelling of the eyelids. Pain in the eyes may cause spasms and eventually cause the eyes to close. Upper respiratory signs vary with the amount of exposure and include nasal irritation, scratchy throat, laryngitis, and a feeling of shortness of breath. /Vesicants - Nitrogen Based/

Patient Management: Immediate decontamination of any exposure is essential. If the casualty has been exposed to Nitrogen Vesicant liquid, then decontamination should be done as late as 2 or 3 hours after exposure even if it increases the severity of the local reaction. This must be done to prevent systemic toxicity. Otherwise, treatment consists of symptomatic management of lesions. Asymptomatic individuals suspected of exposure to vesicants should be kept under observation for at least 8 hours. /Vesicants - Nitrogen Based/

Human Toxicity Values · 1 件

Exposure Hazards: Skin impacts from Nitrogen Vesicant vapor occur at concentrations as low as 30 ppm (10 minute exposure). Eye impacts from Nitrogen Vesicant vapor occur at concentrations as low as 1 ppm (10 minute exposure). LC50s for inhalation of Nitrogen Vesicants are as low as 18 ppm (10 minute exposure). LD50s for skin exposure to liquid Nitrogen Vesicants are as low as 0.7 gm per individual. /Vesicants- Nitrogen Based/