1. 1-methyl-2-pyrrolidinone, 1-methyl-(14)c-labeled
2. 1-methyl-2-pyrrolidinone, 2,3,4,5-(14)c-labeled
3. Methyl Pyrrolidone
4. N-methyl-2-pyrrolidinone
5. N-methyl-2-pyrrolidone
6. N-methylpyrrolidinone
7. N-methylpyrrolidone
8. Pharmasolve
1. 872-50-4
2. N-methylpyrrolidone
3. N-methyl-2-pyrrolidone
4. 1-methylpyrrolidin-2-one
5. 1-methyl-2-pyrrolidone
6. Methylpyrrolidone
7. N-methyl-2-pyrrolidinone
8. M-pyrol
9. N-methylpyrrolidinone
10. 1-methylpyrrolidinone
11. 1-methylpyrrolidone
12. Methyl Pyrrolidone
13. 2-pyrrolidinone, 1-methyl-
14. N-methyl-pyrrolidone
15. 1-methyl-5-pyrrolidinone
16. 1-methylazacyclopentan-2-one
17. N-methylpyrrolidin-2-one
18. Nmp
19. N-methyl-gamma-butyrolactam
20. N-methyl Pyrrolidone
21. 1-methylpyrrolidine-2-one
22. N-methyl Pyrrolidinone
23. Methyl-2-pyrrolidinone
24. 1-methyl-2-pyrrolidon
25. Methylpyrrolidinone
26. Methylpyrrolidone [nf]
27. N-methylpyrrolid-2-one
28. N-methyl-alpha-pyrrolidone
29. Nsc 4594
30. Agsolex 1
31. 2687-44-7
32. N-methyl-alpha-pyrrolidinone
33. Nsc-4594
34. Mfcd00003193
35. Jr9ce63fpm
36. 51013-18-4
37. 1-methyl-pyrrolidin-2-one
38. N-methyl-.alpha.-pyrrolidone
39. Chembl12543
40. N-methyl-.gamma.-butyrolactam
41. Chebi:7307
42. N-methyl-.alpha.-pyrrolidinone
43. Dtxsid6020856
44. 1-methyl-2-pyrrolidinone, Anhydrous
45. 1-methyl-2-pyrrolidinone, Hplc Grade
46. 2-pyrrolidinone, 1-methyl-, Homopolymer
47. Dsstox_cid_856
48. N 0131
49. Dsstox_rid_75828
50. Dsstox_gsid_20856
51. 26876-92-6
52. N-methyl-pyrrolidinone
53. Pharmasolve
54. 2-pyrrolidinone, Methyl-
55. N-methylpyrrolidon
56. Cas-872-50-4
57. Ccris 1633
58. Methylpyrrolidone, N-
59. Hsdb 5022
60. Pyrrolidinone, Methyl-
61. N-methyl-2-pyrrolidon
62. 1-methyl-2-pyrolidone
63. Einecs 212-828-1
64. Unii-jr9ce63fpm
65. N-methyl-pyrrolidin-2-one
66. 1-methyl-2-pyrrolidinone, Puriss. P.a., >=99.0% (gc)
67. Micropure Ultra
68. Ai3-23116
69. N-methylpyrolidone
70. N-methypyrrolidone
71. Max-1 Peptide
72. Pyrol M
73. N-methylpirrolidone
74. 1methylpyrrolidinone
75. N-methyl Pyrrolidon
76. N-methylbutyrolactam
77. N-methy Pyrrolidone
78. N-methyl-pyrolidone
79. N-methyl-pyrrolidon
80. N-methylpyrolidinone
81. 1-methylpyrolidinone
82. Microposit 2001
83. N-methylpyrollidinone
84. N-methlypyrrolidinone
85. N-methyl Pirrolidone
86. N-methyl Pyrollidone
87. N-methyl-pyrollidone
88. N-methylpyrrolidone-
89. Nmp,sp Grade
90. 1-methyl Pyrrolidone
91. 1-methyl-pyrrolidone
92. Methyl-2-pyrrolidone
93. N-methy Pyrrolidinone
94. N-methyl Pyrolidinone
95. N-methyl-pyrolidinone
96. N-methyl- Pyrrolidone
97. N-methylpyrro-lidinone
98. N-methylpyrroli-dinone
99. N-methylpyrrolidin-one
100. 1-methyl-2pyrrolidone
101. 1-methyl2-pyrrolidone
102. 1methyl-2-pyrrolidone
103. 1-methyl Pyrrolidinone
104. 1-methyl-pyrrolidinone
105. Methylpyrrolidin-2-one
106. N-methy-2-pyrrolidone
107. N-methyl 2-pyrolidone
108. N-methyl-2-pyrolidone
109. 3p1d
110. N-methyl 2-pyrrolidone
111. N-methyl-2-pyrollidone
112. 1-methyl-2-pirrolidone
113. 1-methyl-2-pyroldinone
114. 1-methylpyrrolid-2-one
115. 1methyl-2-pyrrolidinone
116. N-methylpyrrolidine-2one
117. N-methyl-2-pyrolidinone
118. N-methyl-2-pyrrolidinon
119. N-methylpyrolidin-2-one
120. 1-methy-2-pyrrolidinone
121. 1-methyl-2-pyrolidinone
122. N-methyl 2-pyrrolidinone
123. N-methyl-2-pyrollidinone
124. N-methyl-pyrrolid-2-one
125. N-methylpyrollidin-2-one
126. 1 -methyl-2-pyrrolidone
127. 1-methyl 2-pyrrolidinone
128. 1-methyl-2-pyrollidinone
129. 1-methyl-pyrrolin-2-one
130. N-methylpyrrolidone-(2)
131. Nmp, N-methylpyrrolidone
132. 1-methyl-pyrrolidin-2one
133. N-methylpyrrolidine-2-one
134. Wln: T5nvtj A
135. N-methyl -2-pyrrolidinone
136. 1 -methyl-2-pyrrolidinone
137. 1-methyl -2-pyrrolidinone
138. 1-methyl-2- Pyrrolidinone
139. Ec 212-828-1
140. 2-pyrrolidone, 1-methyl-
141. 1-methyl-pyrrolidine-2-one
142. 1-n-methyl-2-pyrrolidinone
143. N-methyl-pyrrolidin -2-one
144. 30207-69-3
145. 1-methylazacyclopentane-2-one
146. Gtpl9520
147. Methyl Pyrrolidone [ii]
148. 1-methyl-2- Pyrrolidin-2-one
149. 1-methylpyrrolidone [mi]
150. Methyl Pyrrolidone [inci]
151. Nsc4594
152. Methylpyrrolidone [usp-rs]
153. Hy-y1275
154. N-methylpyrrolidone [mart.]
155. Zinc3860621
156. Tox21_202350
157. Tox21_300097
158. 1-methyl-2-pyrrolidinone, 99.5%
159. Bdbm50353587
160. N-methyl Pyrrolidon (peptide Grade)
161. N-methylpyrrolidone [usp-rs]
162. S6282
163. Stl183295
164. N-methyl-2-pyrrolidinone Acs Reagent
165. Akos000120930
166. 1-methyl-2-pyrrolidinone, Biosolv(r)
167. Db12521
168. Sl 1332
169. 1-methyl-2-pyrrolidone, Reagent, Acs
170. 1-methyl-2-pyrrolidinone [hsdb]
171. Ncgc00247902-01
172. Ncgc00247902-02
173. Ncgc00253935-01
174. Ncgc00259899-01
175. Bp-31156
176. N-methylpyrrolidone [ep Monograph]
177. 1-methyl-2-pyrrolidone (low Water Content)
178. Am20110252
179. Cs-0017258
180. Ft-0608052
181. Ft-0672137
182. Ft-0698122
183. Ft-0700571
184. M0418
185. M3055
186. 1-methyl-2-pyrrolidinone, Analytical Standard
187. 1-methyl-2-pyrrolidinone, Anhydrous, 99.5%
188. 1-methyl-2-pyrrolidinone, For Hplc, >=99%
189. 1-methyl-2-pyrrolidinone, For Synthesis, 99%
190. D78116
191. M 0418
192. Q33103
193. Residual Solvent Class 2 - N-methylpyrrolidone
194. 1-methyl-2-pyrrolidinone, Reagentplus(r), 99%
195. 1-methyl-2-pyrrolidinone, Spectrophotometric Grade
196. 1-methyl-2-pyrrolidon 100 Microg/ml In Methanol
197. 2-pyrrolidone,1-methyl Mfc5 H9 N1 O1
198. A842053
199. 1-methyl-2-pyrrolidinone, Acs Reagent, >=99.0%
200. 1-methyl-2-pyrrolidon 1000 Microg/ml In Methanol
201. 2,5-dichloro-4,6-dimethyl Pyridine-3-carbonitrile
202. J-504921
203. J-803017
204. 1-methyl-2-pyrrolidinone, Biotech. Grade, >=99.7%
205. 1-methyl-2-pyrrolidinone, Electronic/cleanroom Grade
206. 1-methyl-2-pyrrolidinone, P.a., Acs Reagent, 99%
207. 1-methyl-2-pyrrolidone, Anhydrous, Water 40ppm Max.
208. 1-methyl-2-pyrrolidinone, Saj First Grade, >=98.0%
209. 1-methyl-2-pyrrolidinone, Spectrophotometric Grade, >=99%
210. 1-methyl-2-pyrrolidinone, Vetec(tm) Reagent Grade, 98%
211. 1-methyl-2-pyrrolidinone, For Metal Speciation Analysis, >=99.0% (gc)
212. Methylpyrrolidone, United States Pharmacopeia (usp) Reference Standard
213. 1-methyl-2-pyrrolidinone Solution, Aromatic Hydrocarbon Solvents Mixture (80/20 Ratio)
214. N-methylpyrrolidone, Pharmaceutical Secondary Standard; Certified Reference Material
| Molecular Weight | 99.13 g/mol |
|---|---|
| Molecular Formula | C5H9NO |
| XLogP3 | -0.5 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Exact Mass | 99.068413911 g/mol |
| Monoisotopic Mass | 99.068413911 g/mol |
| Topological Polar Surface Area | 20.3 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 90.1 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
Teratogens
An agent that causes the production of physical defects in the developing embryo. (See all compounds classified as Teratogens.)
Male Sprague-Dawley rats were given a single ip injection (45 mg/kg) of radiolabeled 1-methyl-2-pyrrolidone. Plasma levels of radioactivity and cmpd were monitored for six hr and the results suggested a rapid distribution phase which was followed by a slow elimination phase. The major amount of label was excreted in the urine within 12 hr and accounted for approximately 75% of the labelled dose. ...
Snyder, R. (ed.). Ethel Browning's Toxicity and Metabolism of Industrial Solvents. 2nd ed. Volume II: Nitrogen and Phosphorus Solvents. Amsterdam-New York-Oxford: Elsevier, 1990., p. 240
This study evaluated the toxicokinetics of N-((14)C)methylpyrrolidone (((14)C)NMP) after intravenous administration (0.1, 1, 10, 100, and 500 mg/kg, in saline solution) or topical application (20 and 40 uL/sq cm; 10 sq cm, neat) in haired male Sprague-Dawley rats. Whatever the dose, unchanged NMP was intensively distributed into the body with a volume of distribution of 69% of body weight. After this phase, unchanged NMP declined almost linearly with time for 3 to 4 hr after administration and then followed a mono-exponential function (t1/2 = 0.8 hr) for the three lowest doses. The maximal plasma level of 5-hydroxy-N-methylpyrrolidone (5-HNMP), the main metabolite, was reached 4 to 6 hr later for the three lowest doses and 8 to 24 hr later for the highest doses. These findings indicate that the elimination of NMP is governed by a saturable metabolism process. The Michaelis-Menten parameters estimated from plasma levels of unchanged NMP were 2 mM and 3.8 mg/hr, respectively. Between 4 and 10% of the administered doses were excreted in the urine as unchanged NMP. Urinary clearance of NMP (0.03 to 0.07 mL/min) indicates intensive tubular reabsorption. 5-HNMP was the main urinary metabolite and accounted for 42 to 55% of the administered doses. Its maximal urinary excretion occurred between 4 and 6 hr after administration of the three lowest doses and between 8 and 24 hr for the two highest doses. Urinary clearance (0.9 to 1.3 mL/min) was compatible with renal elimination by simple glomerular filtration.
PMID:12433813 Payan JP et al; Drug Metab Dispos 30 (12): 1418-24 (2002)
Metabolism studies were performed using (14)C and tritium labeled N-methyl-2-pyrrolidinone in the rat. Male Sprague-Dawley rats were injected with labeled or unlabeled N-methyl-2-pyrrolidinone at 45 mg/kg body weight. Urine, feces, expired air, and bile were collected at various times between drug administration and sacrifice. For pharmacokinetic studies, serial blood samples were analyzed at times between 30 minutes and 6 hours post injection. HPLC of plasma N-methyl-2-pyrrlidinone indicated a rapid distribution phase followed by a slow elimination phase with a half life of approximately 7 hours for the (14)C and 10 hours for the tritium isotope. Urinary excretion accounted for approx 70% of the total dose within 12 hours, and a 2:1 ratio in the administered dose was maintained in the urine. The tissue distribution of the radiolabeled isomers showed similar patterns. The rank order of tissue accumulation from highest to lowest concentration was liver, intestine, testes, stomach, kidneys, lungs, brain, heart, pancreas, and spleen. The bladder, thyroid, and thymus showed minimal N-methyl-2-pyrrolidinone levels.
Wells DA, Digenis GA; Drug Metab & Disp 16 (2): 243-49 (1988)
Six male volunteers were exposed for eight hours on four different days to 0, 10, 25, and 50 mg/cu m N-methyl-2-pyrrolidone. ... N-Methyl-2-pyrrolidone was absorbed through the respiratory tract and readily eliminated from the body, mainly by biotransformation to other compounds. ...
PMID:9166128 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1128696 Akesson B, Paulsson K; Occupational and Environmental Medicine 54 (4): 236-40 (1997)
For more Absorption, Distribution and Excretion (Complete) data for 1-METHYL-2-PYRROLIDINONE (8 total), please visit the HSDB record page.
The aim was to study the metabolic pathway for N-methyl-2-pyrrolidone in humans. Three healthy male volunteers were administered 100 mg N-methyl-2-pyrrolidone orally. All urine was collected during nine consecutive days. The identification and quantification of the metabolites were performed by gas chromatography/mass spectrometry (GC/MS). N-Methyl-2-pyrrolidone, 5-hydroxy-N-methyl-2-pyrrolidone (5-hydroxy-N-methyl-2-pyrrolidone), N-methylsuccinimide, and 2-hydroxy-N-methylsuccinimide were found in urine. The mean excreted fractions for N-methyl-2-pyrrolidone, 5-hydroxy-N-methyl-2-pyrrolidone, N-methylsuccinimide, and 2-hydroxy-N-methylsuccinimide were 0.8%, 44%, 0.4%, and 20%, respectively. There was no conjugation with glucoronic acid or sulfate or either 5-hydroxy-N-methyl-2-pyrrolidone or 2-hydroxy-N-methylsuccinimide. One-third of the orally dosed N-methyl-2-pyrrolidone was not recovered in urine as either N-methyl-2-pyrrolidone, 5-hydroxy-N-methyl-2-pyrrolidone, N-methylsuccinimide, or 2-hydroxy-N-methylsuccinimide. The half-lives for 5-hydroxy-N-methyl-2-pyrrolidone, N-methylsuccinimide, and 2-hydroxy-N-methylsuccinimide in urine were approximately 4, 8, and 17 hr, respectively.
PMID:9029058 Akesson B, Jonsson BA; Drug Metab Dispos 25 (2): 267-9 (1997)
A method for determination of N-methylsuccinimide and 2-hydroxy-N-methylsuccinimide in human urine and of N-methylsuccinimide in human plasma was developed. N-Methylsuccinimide and 2-hydroxy-N-methylsuccinimide are metabolites of the ... organic solvent N-methyl-2-pyrrolidone. ... The method is applicable for analysis of urine and plasma samples from workers exposed to N-methyl-2-pyrrolidone.
Jonsson B AG, Akesson B; Journal of Chromatography B 704 (1-2): 151-8 (1997)
This study described the isolation and identification of the major urinary metabolite of N-methylpyrrolidinone in the male Sprague-Dawley-rat following intravenous administration. The rats were injected via the tail vein with either unlabeled N-methylpyrrolidinone or (14)C labeled N-methylpyrrolidinone at 45 mg/kg. Urine was collected during 0 to 12, 12 to 24, and 24 to 48 hours after dosing and analyzed by gas chromatography/mass spectrometry. Thermospray liquid chromatography/mass spectrometry was performed on samples purified using high performance liquid chromatography method. The major metabolite correlated with 5-hydroxy-N-methylpyrrolidinone based on thin layer chromatography and mass spectral comparisons with an authentic sample.
PMID:1346987 Wells DA et al; Drug Metabolism and Disposition 20 (1): 124-6 (1992)
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