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Chemistry

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Also known as: Glyceryl trinitrate, Trinitroglycerin, Nitrostat, 55-63-0, Nitroglycerine, Nitroglycerol
Molecular Formula
C3H5N3O9
Molecular Weight
227.09  g/mol
InChI Key
SNIOPGDIGTZGOP-UHFFFAOYSA-N
FDA UNII
G59M7S0WS3

Nitroglycerin
A volatile vasodilator which relieves ANGINA PECTORIS by stimulating GUANYLATE CYCLASE and lowering cytosolic calcium. It is also sometimes used for TOCOLYSIS and explosives.
Nitroglycerin is a Nitrate Vasodilator. The physiologic effect of nitroglycerin is by means of Vasodilation.
1 2D Structure

Nitroglycerin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1,3-dinitrooxypropan-2-yl nitrate
2.1.2 InChI
InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
2.1.3 InChI Key
SNIOPGDIGTZGOP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
2.2 Other Identifiers
2.2.1 UNII
G59M7S0WS3
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anginine

2. Dynamite

3. Gilustenon

4. Glyceryl Trinitrate

5. Nitrangin

6. Nitro Bid

7. Nitro Dur

8. Nitro-bid

9. Nitro-dur

10. Nitrobid

11. Nitrocard

12. Nitroderm

13. Nitroderm Tts

14. Nitrodur

15. Nitroglyn

16. Nitrol

17. Nitrolan

18. Nitrong

19. Nitrospan

20. Nitrostat

21. Perlinganit

22. Susadrin

23. Sustac

24. Sustak

25. Sustonit

26. Transderm Nitro

27. Tridil

28. Trinitrate, Glyceryl

29. Trinitrin

30. Trinitrolong

2.3.2 Depositor-Supplied Synonyms

1. Glyceryl Trinitrate

2. Trinitroglycerin

3. Nitrostat

4. 55-63-0

5. Nitroglycerine

6. Nitroglycerol

7. Glycerol Trinitrate

8. Nitro-dur

9. Minitran

10. Trinitroglycerol

11. Trinitrin

12. Tridil

13. Transderm-nitro

14. Nitrolingual

15. Nitroderm

16. Nitroglyn

17. Nitronet

18. Nitrospan

19. Nitora

20. Transderm Nitro

21. Nitro-bid

22. Epinitril

23. Lenitral

24. Natispray

25. Nitrocine

26. Nitrolan

27. Perlinganit

28. Susadrin

29. Sustonit

30. Nitrong

31. Niong

32. Nitromist

33. Nitroderm Tts

34. Propane-1,2,3-triyl Trinitrate

35. Angiolingual

36. Cordipatch

37. Corditrine

38. Glycerin Trinitrate

39. Klavikordal

40. Myoglycerin

41. Nitroglicerina

42. Nitroletten

43. Nitroplast

44. Nitrorectal

45. Nitroretard

46. Nitrostabilin

47. Nysconitrine

48. Perglottal

49. Rectogesic

50. Temponitrin

51. Trinitrosan

52. Adesitrin

53. Angibid

54. Angorin

55. Cardamist

56. Chitamite

57. Deponit

58. Glonoin

59. Glytrin

60. Millisrol

61. Niglycon

62. Nitrodisc

63. Nitrogard

64. Nitroglin

65. Nitrolowe

66. Nitromel

67. Nitromex

68. Nitromint

69. Nitronal

70. Percutol

71. Suscard

72. Trinalgon

73. Triniplas

74. Trinitrol

75. Vasoglyn

76. Myocon

77. Niglin

78. Gilucor Nitro

79. Nitrocor

80. Soup

81. Blasting Oil

82. Blasting Gelatin

83. Glyceryl Nitrate

84. Nitro-lent

85. Nitrozell Retard

86. Transiderm-nitro

87. Coro-nitro

88. Nitro-span

89. Nitrine-tdc

90. Spirit Of Glonoin

91. Nitrolingual Spray

92. 1,2,3-propanetriol, Trinitrate

93. Nitrogliceryna

94. Glonoinum

95. Rectiv

96. Transderm-nitro Tts

97. Glyceroltrinitraat

98. Propanetriol Trinitrate

99. Nitro Iv

100. 1,2,3-propanetriyl Nitrate

101. Glycerol, Nitric Acid Triester

102. Gonitro

103. 1,3-dinitrooxypropan-2-yl Nitrate

104. Nitroglycerin, Spirits Of

105. Spirit Of Trinitroglycerin

106. Ng

107. Rcra Waste Number P081

108. Sk-106n

109. Solution Glyceryl Trinitrate

110. Spirit Of Glyceryl Trinitrate

111. Nk-843

112. Trinitrine

113. Glycerol(trinitrate De)

114. 1,2,3-propanetriol Trinitrate

115. Ntg

116. Imx-150

117. 1,2,3-propanetrioltrinitrate

118. Glycerol Nitric Acid Triester

119. Diluted Nitroglycerin

120. C01da02

121. Gilustenon

122. Trinitrolong

123. Sustak

124. Gtn

125. Nitrobid

126. 1,2,3-propanetriol, 1,2,3-trinitrate

127. G59m7s0ws3

128. Aldonitrin

129. Cardiodisco

130. Colenitral

131. Discotrine

132. Glycerylnitrat

133. Lentonitrina

134. Nitrobukal

135. Nitrocerin

136. Nitrocontin

137. Nitropatch

138. Nitropercuten

139. Nitroperlinit

140. Nitropront

141. Nitroprontan

142. Plastranit

143. Ratiopharm

144. Tng

145. Trinipatch

146. Angiplex

147. Angonist

148. Buccard

149. Cardabid

150. Cardinit

151. Dauxona

152. Diafusor

153. Dtxsid1021407

154. Glyceryl

155. Herwicard

156. Minitram

157. Mionitrat

158. Nitradisc

159. Nitroard

160. Nitrobaat

161. Nitroclyn

162. Nitrocot

163. Nitrodyl

164. Nitrolin

165. Nitropen

166. Nitroprol

167. Nitrorex

168. Nitrovis

169. Perganit

170. Polnitrin

171. Trinitron

172. Turicard

173. Vasolator

174. Vernies

175. Willong

176. Anglix

177. Chebi:28787

178. Herzer

179. Myovin

180. Nirmin

181. Nitrek

182. Sustac

183. Nitrol Ointment

184. Trinitrina Erba

185. Nitradisc Pad

186. Nitro-pflaster

187. Nitrobid Oint

188. Nitrong Retard

189. Niong Retard

190. Nitro Retard

191. Aquo-trimitrosan

192. Nitro Rorer

193. Nitromack Retard

194. Nitromint Retard

195. Nitronal Aqueous

196. Nitro-time

197. Nitrogard-sr

198. Mi-trates

199. Nitradisc Tts

200. Nitriderm Tts

201. Nitro-par

202. Top-nitro

203. Nitrocine 5

204. Nitrodyl Tts

205. Nitromint Aerosol

206. Nitrong-sr

207. Deponit 5

208. Deponit-5

209. Neos Nitro Opt

210. Nit-ret

211. Nitroglycerin-acc

212. Transderm-n Tts

213. Nitro Mack Retard

214. Nitro-m-bid

215. Nitro-mack Retard

216. Gepan Nitroglicerin

217. Nitro Dur Tts

218. Nitroderm Tts-5

219. Gtn-pohl

220. Nitroderm Tts Ext

221. Nitro-dur 5

222. Nitrocontin Continus

223. Deponit Tts 5

224. Nitro-gesanit Retard

225. Cellegesic

226. Deponit Tts 10

227. Nitro-dur 10

228. Nitrocap

229. Nitroquick

230. Nitroquik

231. Glycerintrinitrate

232. Percutol Oint.

233. Nitrong Parenteral

234. Nitrocapt.d.

235. Glycerine Trinitrate

236. Nitroglycerin (ng)

237. Corangin Nitrokapseln

238. Trinitroglicerina Fabra

239. Anogesic

240. Minitro

241. Nitriderm

242. Nitroject

243. Vascana

244. Buccal

245. Nitrogliceryna [polish]

246. Nitroglycerine [french]

247. Nitrol (pharmaceutical)

248. Tridil Sublin

249. Trinitrine Simple Laleuf

250. Nitroglicerina [italian]

251. Nitroglicerina [spanish]

252. Aquo-trinitrosan

253. Glycerintrinitrate [czech]

254. Glyceroltrinitraat [dutch]

255. Trinitrin Tablets

256. Nitrolingual Pumpspray

257. Nitromist (tn)

258. Minitran (tn)

259. Hsdb 30

260. Sdm No. 17

261. Nitroglycerin In Dextrose 5%

262. Nitro-bid (tn)

263. Nitro-dur (tn)

264. Ccris 4089

265. Nitroglycerin Ointment

266. Nitric Acid Triester Of Gylcerol

267. Transderm-nitro (tn)

268. Glycerol(trinitrate De) [french]

269. Glycerol (trinitrate De) [french]

270. Glycerol (trinitrate De)

271. Einecs 200-240-8

272. Un0143

273. Un1204

274. Un3064

275. Un3319

276. Nitroglycerin [usp:jan]

277. Rcra Waste No. P081

278. Brn 1802063

279. Unii-g59m7s0ws3

280. 2,3-dinitrooxypropyl Nitrate

281. Nitrofortin

282. Nitrolande

283. Nitrosigma

284. Reminitrol

285. Solinitrina

286. Spirits Of Nitroglycerin, (1 To 10%)

287. Corangil

288. Nitrolar

289. Nitromed

290. Sutonit

291. Myocor

292. Trans-nitro

293. Glonoine Oil

294. Nitro Mack

295. S.n.g.

296. 2,3-bis(nitrooxy)propyl Nitrate

297. Mqx-503

298. Nitro-prn

299. Med-2002

300. Nitroglycerin Tablets

301. Sk-866

302. Sk-878

303. Un0144

304. Nitroglycerin Injection

305. Spirits Of Nitroglycerin

306. Glonoinum [hpus]

307. Nitroglycerine, Spirit Of

308. 1,2,3-trinitrooxypropane

309. Nitroglycerin [mi]

310. Chembl730

311. Ec 200-240-8

312. Glyceryl Trinitrate Solution

313. Nitroglycerin (jp17/usp)

314. Nitroglycerin [hsdb]

315. 1,2,3-trinitroglycerin-d5

316. Schembl15421

317. Nitroglycerin [vandf]

318. 4-01-00-02762 (beilstein Handbook Reference)

319. Un 0143 (salt/mix)

320. Un 0144 (salt/mix)

321. Un 1204 (salt/mix)

322. Bidd:gt0142

323. Nitroglycerin, Liquid, Not Desensitized [forbidden]

324. Sdm No. 17 (salt/mix)

325. Sdm No. 27 (salt/mix)

326. 1,2,3-propanetriol Trinatrate

327. 1,2,3-tris-nitryloxy-propane

328. Gtpl7053

329. Trinitrate 1,2,3-propanetriol

330. Nitric Acid Triester Of Glycerol

331. Hms2094m15

332. Nitroglycerin [orange Book]

333. Nitroglycerin Tablets [jan]

334. Glyceryl Trinitrate [mart.]

335. Zinc8214625

336. Nitroglycerin [usp Impurity]

337. C0061

338. Glyceryl Trinitrate [who-dd]

339. Akos030254238

340. Diluted Nitroglycerin [usp-rs]

341. Nitroglycerin, Solution In Alcohol With > 5% But Not > 10% Nitroglycerin

342. Db00727

343. Nitroglycerin, Liquid, Not Desensitized

344. Diluted Nitroglycerin [usp Monograph]

345. Ft-0752897

346. C07455

347. D00515

348. Glyceryl Trinitrate Solution [ep Monograph]

349. Q162867

350. Sr-01000944510

351. Sr-01000944510-1

352. Nitroglycerin, Solution In Alcohol, With Not >1% Nitroglycerin

353. Nitroglycerin, Solution In Alcohol, With >1% But Not >10% Nitroglycerin

354. Nitroglycerin, Solution In Alcohol, With >1% But Not >5% Nitroglycerin

355. Nitroglycerin Mixture With >2% But Not >10% Nitroglycerin, By Mass, Desensitized

356. Nitroglycerin, Desensitized With Not <40% Non-volatile Water Insoluble Phlegmatizer, By Mass

357. Nitroglycerin 100 Microg/ml In Acetonitrile. Short Expiry Date Due To Chemical Nature Of Component(s)

358. Nitroglycerin Mixture With >2% But Not >10% Nitroglycerin, By Mass, Desensitized [un3319] [flammable Solid]

359. Nitroglycerin, Desensitized With Not <40% Non-volatile Water Insoluble Phlegmatizer, By Mass [un0143] [explosive 1.1d, Poison]

360. Nitroglycerin, Solution In Alcohol, With >1% But Not >10% Nitroglycerin [un0144] [explosive 1.1d]

361. Nitroglycerin, Solution In Alcohol, With >1% But Not >5% Nitroglycerin [un3064] [flammable Liquid]

362. Nitroglycerin, Solution In Alcohol, With Not >1% Nitroglycerin [un1204] [flammable Liquid]

363. Trinitroglycerin Solution, 1 % (w/w) In Propylene Glycol, Ampule Of 1 Ml, Certified Reference Material

364. Trinitroglycerin Solution, 1 % (w/w) In Propylene Glycol, Ampule Of 5 X 0.2 Ml, Certified Reference Material

365. Trinitroglycerin Solution, 1000 Mug/ml In Acetonitrile, Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 227.09 g/mol
Molecular Formula C3H5N3O9
XLogP31.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass227.00257875 g/mol
Monoisotopic Mass227.00257875 g/mol
Topological Polar Surface Area165 Ų
Heavy Atom Count15
Formal Charge0
Complexity219
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 14  
Drug NameMinitran
PubMed HealthNitroglycerin
Drug ClassesAntianginal, Cardiovascular Agent, Colorectal Agent, Coronary Vasodilator, Nitrate
Drug LabelNitroglycerin is a 1,2,3-propanetriol trinitrate, an organic nitrate whose structural formula isand whose molecular weight is 227.09. The organic nitrates are vasodilators, active on both arteries and veins.The MINITRAN (nitroglycerin) Transdermal...
Active IngredientNitroglycerin
Dosage FormFilm, extended release
RouteTransdermal
Strength0.1mg/hr; 0.6mg/hr; 0.4mg/hr; 0.2mg/hr
Market StatusPrescription
CompanyValeant Pharm North; Medicis

2 of 14  
Drug NameNitro-dur
PubMed HealthNitroglycerin Patch (Absorbed through the skin)
Drug ClassesAntianginal, Coronary Vasodilator
Drug LabelNitroglycerin is 1,2,3-propanetriol trinitrate, an organic nitrate whose structural formula is:and whose molecular weight is 227.09. The organic nitrates are vasodilators, active on both arteries and veins.The NITRO-DUR (nitroglycerin) Transdermal...
Active IngredientNitroglycerin
Dosage FormFilm, extended release
RouteTransdermal
Strength0.1mg/hr; 0.6mg/hr; 0.4mg/hr; 0.2mg/hr; 0.8mg/hr; 0.3mg/hr
Market StatusPrescription
CompanyMerck Sharp Dohme

3 of 14  
Drug NameNitroglycerin
PubMed HealthNitroglycerin
Drug ClassesAntianginal, Cardiovascular Agent, Colorectal Agent, Coronary Vasodilator, Nitrate
Drug LabelNitroglycerin is 1,2,3-propanetriol trinitrate, an organic nitrate whose structural formula is:and whose molecular weight is 227.09. The organic nitrates are vasodilators, active on both arteries and veins.The NITRO-DUR (nitroglycerin) Transdermal...
Active IngredientNitroglycerin
Dosage FormOintment; Spray, metered; Film, extended release; Injectable
RouteInjection; Sublingual; transdermal; Transdermal
Strength0.1mg/hr; 0.6mg/hr; 0.4mg/hr; 0.2mg/hr; 0.4mg/spray; 5mg/ml; 2%
Market StatusTentative Approval; Prescription
CompanyNoven; Hercon Pharm; Fougera; Luitpold; Mylan Technologies; Perrigo Israel

4 of 14  
Drug NameNitrolingual pumpspray
PubMed HealthNitroglycerin
Drug ClassesAntianginal, Cardiovascular Agent, Colorectal Agent, Coronary Vasodilator, Nitrate
Drug LabelNitroglycerin, an organic nitrate, is a vasodilator which has effects on both arteries and veins. The chemical name for nitroglycerin is 1,2,3-propanetriol trinitrate (C3H5N3O9). The compound has a molecular weight of 227.09. The chemical structure i...
Active IngredientNitroglycerin
Dosage FormSpray, metered
RouteSublingual
Strength0.4mg/spray
Market StatusPrescription
CompanyPohl Boskamp

5 of 14  
Drug NameNitromist
Drug LabelNitroglycerin, an organic nitrate, is a vasodilator which has effects on both arteries and veins. The chemical name for nitroglycerin is 1,2,3-propanetriol trinitrate (C3H5N3O9). The compound has a molecular weight of 227.09. The chemical structure i...
Active IngredientNitroglycerin
Dosage FormAerosol, metered
RouteSublingual
Strength0.4mg/spray
Market StatusPrescription
CompanyMist Pharms

6 of 14  
Drug NameNitrostat
Drug LabelNITROSTAT is a stabilized sublingual compressed nitroglycerin tablet that contains 0.3 mg, 0.4 mg , or 0.6 mg nitroglycerin; as well as lactose monohydrate, NF; glyceryl monostearate, NF; pregelatinized starch, NF; calcium stearate, NF powder; and si...
Active IngredientNitroglycerin
Dosage FormTablet
RouteSublingual
Strength0.4mg; 0.6mg; 0.3mg
Market StatusPrescription
CompanyPfizer Pharms

7 of 14  
Drug NameRectiv
Drug LabelNitroglycerin is 1,2,3,-propanetriol trinitrate, an organic nitrate whose structural formula is as follows:CH2-ONO2|CH-ONO2|CH2-ONO2and whose molecular weight is 227.09. RECTIV (nitroglycerin) Ointment 0.4% contains 0.4% nitroglycerin w/w (4mg...
Active IngredientNitroglycerin
Dosage FormOintment
RouteIntra-anal
Strength0.4%
Market StatusPrescription
CompanyForest Labs

8 of 14  
Drug NameMinitran
PubMed HealthNitroglycerin
Drug ClassesAntianginal, Cardiovascular Agent, Colorectal Agent, Coronary Vasodilator, Nitrate
Drug LabelNitroglycerin is a 1,2,3-propanetriol trinitrate, an organic nitrate whose structural formula isand whose molecular weight is 227.09. The organic nitrates are vasodilators, active on both arteries and veins.The MINITRAN (nitroglycerin) Transdermal...
Active IngredientNitroglycerin
Dosage FormFilm, extended release
RouteTransdermal
Strength0.1mg/hr; 0.6mg/hr; 0.4mg/hr; 0.2mg/hr
Market StatusPrescription
CompanyValeant Pharm North; Medicis

9 of 14