N-Nitrosomorpholine
(Synonyms: N-亚硝基吗啉) 目录号 : GC61834
N-Nitrosomorpholine 是一种对光敏感的亚硝胺。N-Nitrosomorpholine 是一种强动物致癌物。
Cas No.:59-89-2
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
N-Nitrosomorpholine is a nitrosamine that is sensitive to light. N-nitrosomorpholine is a strong animal carcinogen[1].
References:
[1]. K D Brunnemann, et al. N-Nitrosomorpholine and Other Volatile N-nitrosamines in Snuff Tobacco. Carcinogenesis. 1982;3(6):693-6.
| Cas No. | 59-89-2 | SDF | |
| 别名 | N-亚硝基吗啉 | ||
| Canonical SMILES | O=NN1CCOCC1 | ||
| 分子式 | C4H8N2O2 | 分子量 | 116.12 |
| 溶解度 | DMSO : 100 mg/mL (861.18 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 8.6118 mL | 43.0589 mL | 86.1178 mL |
| 5 mM | 1.7224 mL | 8.6118 mL | 17.2236 mL |
| 10 mM | 0.8612 mL | 4.3059 mL | 8.6118 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
N-Nitrosomorpholine in potable reuse
Water Res 2019 Jan 1;148:306-313.PMID:30390511DOI:10.1016/j.watres.2018.10.010.
As potable reuse guidelines and regulations continue to develop, the presence of N-nitrosamines is a primary concern because of their associated health concerns. In this study, bench-, pilot-, and full-scale tests were conducted to focus on the occurrence and treatment of N-Nitrosomorpholine (NMOR) in United States (U.S.) potable reuse systems. Out of twelve U.S. wastewater effluents collected, ambient NMOR was detected in eleven (average = 20 ± 18 ng/L); in contrast, only two of the thirteen surface water and stormwater samples had NMOR. Across all of these samples maximum formation potential by chloramination produced an average increase of 3.6 ± 1.8 ng/L. This result underscores the need to understand the sources of NMOR as it is not likely a disinfection byproduct and it is not known to be commercially produced within the U.S. At the pilot-scale, three potable reuse systems were evaluated for ambient NMOR with oxidation (i.e., chlorination and ozonation), biofiltration, and granular activated carbon (GAC). Both pre-oxidation and biofiltration were ineffective at mitigating NMOR during long-term pilot plant operation (at least eight-months). GAC adsorbers were the only pilot-scale treatment to remove NMOR; however, complete breakthrough occurred rapidly from <2000 to 10,000 bed volumes. For comparison, a full-scale reverse osmosis (RO) potable reuse system was monitored for a year and confirmed that RO effectively removes NMOR. Systematic bench-scale UV-advanced oxidation experiments were undertaken to assess the mitigation potential for NMOR. At a fluence dose of 325 ± 10 mJ/cm2, UV alone degraded 90% of the NMOR present. The addition of 5 mg/L hydrogen peroxide did not significantly decrease the UV dose required for one-log removal. These data illustrate that efficient NMOR removal from potable reuse systems is limited to RO or UV treatment.
N-Nitrosomorpholine behavior in sewage treatment plants and urban rivers
Water Res 2019 Oct 15;163:114868.PMID:31344505DOI:10.1016/j.watres.2019.114868.
The seasonal and diurnal patterns of N-Nitrosomorpholine (NMOR) and its formation potential (NMOR FP) were examined with water samples taken from five outlets of four sewage treatment plants (STPs), seven main stream sites, and five tributary sites in the Yodo River basin. STPs were shown to be the main sources of downstream NMOR load. The highest NMOR levels were found in the discharge from one STP (26.4-171 ng/L). Continuous sequential samplings over a period of 24 h at this STP revealed that NMOR flux at the influent point fluctuated in both summer (0.4-3.2 g/h) and winter (0.3-5.4 g/h), while it was steady in the effluent. In addition, levels of NMOR remained stable during the biological treatment and disinfection processes. The present research demonstrated that NMOR could be formed from morpholine (MOR) in raw sewage treated by this STP, with a possible mechanism being formaldehyde-catalyzed nitrosation of MOR by nitrites, prior to raw sewage entering the STP. This implies that the NMOR detected here might not be a disinfection byproduct per se under low-chlorine disinfection (around 1.0 mg/L), but is primarily a contaminant that is difficult to remove during sewage treatment. NMOR attenuated significantly in the rivers in the daytime with production of MOR, but persisted during nights, which demonstrated the importance of monitoring NMOR levels in the water environment during periods of low UV intensity, especially nights.
Sequential morphologic alterations in the bronchial epithelium of Syrian golden hamsters during N-nitrosomorpholine-induced pulmonary tumorigenesis
Am J Pathol 1977 Oct;89(1):59-66.PMID:20781doi
N-Nitrosomorpholine (NM)-induced pulmonary carcinogenesis was examined by light and electron microscopy in a 20-week serial sacrifice study using Syrian golden hamsters. First to be observed were a proliferation of endocrine APUD cells and a formation of lamellated inclusion bodies in the cytoplasm of Clara cells. After continued NM treatment, APUD cells underwent squamous metaplasia and Clara cells invaded the pulmonary tissues adjacent to the bronchi. Lung tumors consisted of cells possessing numerous lamellated inclusion bodies in their cytoplasm and a few squamous metaplastic and APUD cells. The observed pathologic alterations closely resembled those found after treatment with N-diethylnitrosamine (DEN) and N-dibutylnitrosamine (DBN) but were completely different from the cellular reactions induced by polycyclic aromatic hydrocarbons. It is concluded that the observed alterations of APUD cells and Clara cells are specific to nitrosamines.
Metabolic alpha-hydroxylation of N-Nitrosomorpholine and 3,3,5,5-tetradeutero-N-nitrosomorpholine in the F344 rat
Cancer Res 1981 Dec;41(12 Pt 1):5039-43.PMID:7307006doi
We studied the metabolism in the male F344 rats of N-Nitrosomorpholine and of 3,3,5,5-tetradeutero-N-nitrosomorpholine ; the latter is less carcinogenic and less mutagenic than is N-Nitrosomorpholine. alpha-Hydroxylation (3- or 5-hydroxylation) of N-Nitrosomorpholine by liver microsomes and a reduced nicotinamide adenine dinucleotide phosphate-generating system produced (2-hydroxyethoxy)acetaldehyde, which was identified as its 2,4-dinitrophenylhydrazone derivative. When we administered N-Nitrosomorpholine to rats i.p., we did not detect (2-hydroxyethoxy)acetaldehyde in the urine, but we did identify (2-hydroxyethoxy)acetic acid (16% of the dose). We also identified N-nitroso(2-hydroxyethyl)glycine (33% of the dose) from beta-hydroxylation (2- or 6-hydroxylation), N-nitrosodiethanolamine (12%), and unchanged N-Nitrosomorpholine (1.5%) in the urine. The deuterated analogs of the above metabolites were isolated from the urine of rats treated with 3,3,5,5-tetradeutero-N-nitrosomorpholine in yields as follows: (2-hydroxyethoxy)acetic acid (3.4%); N-nitroso(2-hydroxyethyl)glycine (37%); N-nitrosodiethanolamine (12%); N-Nitrosomorpholine (0.4%). These data demonstrates that deuterium substitution in the alpha-positions of N-Nitrosomorpholine caused a decrease in the extent of alpha-hydroxylation and indicate that alpha-hydroxylation is the mechanism of activation of N-Nitrosomorpholine.
N-Nitrosomorpholine and other volatile N-nitrosamines in snuff tobacco
Carcinogenesis 1982;3(6):693-6.PMID:6889471DOI:10.1093/carcin/3.6.693.
Ten popular snuff brands from the USA and Sweden were analyzed for volatile N-nitrosamines (VNA). Seven of these samples contained between 20 and 70 p.p.b. of N-Nitrosomorpholine (NMOR), a strong animal carcinogen. Some of the snuff containers which were made of waxed cardboard contained morpholine. This observation and a model study with the container waxes plus [14C]morpholine indicate that NMOR possibly can be formed by way of diffusion of the morpholine into the snuff and subsequent N-nitrosation. The VNA including NMOR (60-1150 p.p.b.) together with N-nitrosodiethanolamine (NDELA; 225-3300 p.p.b.) and the four tobacco-specific N-nitrosamines (TSNA; 1300-80,000 p.p.b.) contribute significantly to the carcinogenic potential of snuff. This tobacco product, although a known human carcinogen, is becoming increasingly popular especially among young people in the USA and Sweden. A recently introduced Swedish brand with individual snuff portions wrapped in aluminum foil was free of VNA (less than 2 p.p.b.) and contained relatively low levels of NDELA (290 p.p.b.) and TSNA (4200 p.p.b.). This indicates that practical approaches towards lowering N-nitrosamine levels in these snuff products are available.