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Technical details about Prestwick3_000009, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: 58-93-5, Hctz, Esidrix, Hypothiazide, Hidrotiazida, Idrotiazide
Molecular Formula
C7H8ClN3O4S2
Molecular Weight
297.7  g/mol
InChI Key
JZUFKLXOESDKRF-UHFFFAOYSA-N
FDA UNII
0J48LPH2TH

A thiazide diuretic often considered the prototypical member of this class. It reduces the reabsorption of electrolytes from the renal tubules. This results in increased excretion of water and electrolytes, including sodium, potassium, chloride, and magnesium. It is used in the treatment of several disorders including edema, hypertension, diabetes insipidus, and hypoparathyroidism.
Hydrochlorothiazide is a Thiazide Diuretic. The physiologic effect of hydrochlorothiazide is by means of Increased Diuresis.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
6-chloro-1,1-dioxo-3,4-dihydro-2H-16,2,4-benzothiadiazine-7-sulfonamide
2.1.2 InChI
InChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)
2.1.3 InChI Key
JZUFKLXOESDKRF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1NC2=CC(=C(C=C2S(=O)(=O)N1)S(=O)(=O)N)Cl
2.2 Other Identifiers
2.2.1 UNII
0J48LPH2TH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dichlothiazide

2. Dihydrochlorothiazide

3. Esidrex

4. Esidrix

5. Hctz

6. Hydrodiuril

7. Hypothiazide

8. Oretic

9. Sectrazide

2.3.2 Depositor-Supplied Synonyms

1. 58-93-5

2. Hctz

3. Esidrix

4. Hypothiazide

5. Hidrotiazida

6. Idrotiazide

7. Megadiuril

8. Newtolide

9. Servithiazid

10. Oretic

11. Vetidrex

12. Chlorosulthiadil

13. Esidrex

14. Dichlotiazid

15. Hydrochlorothiazid

16. Hydrochlorthiazide

17. Hydrodiuretic

18. Hydrosaluric

19. Apresazide

20. Aquarills

21. Aquarius

22. Carozide

23. Dichlotride

24. Diclotride

25. Disalunil

26. Hypothiazid

27. Maschitt

28. Thiuretic

29. Drenol

30. Hidril

31. Hydril

32. Nefrix

33. Hidrochlortiazid

34. Hydrodiuril

35. Hydro-diuril

36. Hydro-aquil

37. Dihydrochlorothiazide

38. Jen-diril

39. Dihydrochlorothiazid

40. Lotensin Hct

41. Dihydrochlorothiazidum

42. Chlorzide

43. Dichlorosal

44. Hidroronol

45. Hydrothide

46. Hydrozide

47. Microzide

48. Moduretic

49. Neoflumen

50. Urodiazin

51. Bremil

52. Cidrex

53. Diaqua

54. Direma

55. Dyazide

56. Fluvin

57. Ivaugan

58. Panurin

59. Ro-hydrazide

60. Neo-codema

61. Acuretic

62. Caplaril

63. Hydrocot

64. Pantemon

65. Thlaretic

66. Timolide

67. Unipres

68. Ziac

69. Zide

70. 6-chloro-3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

71. Dihydrochlorurite

72. Aquazide H

73. Hydro-d

74. 3,4-dihydrochlorothiazide

75. Hydrochlorothiazidum

76. Thiaretic

77. Vaseretic

78. Apo-hydro

79. Lopressor Hct

80. Inderide

81. Dihydrochlorurit

82. Hidroclorotiazida

83. Su 5879

84. Aldactazide

85. Maxzide

86. Prinzide

87. Hydrochlorothiazide Intensol

88. Nci-c55925

89. Component Of Cyclex

90. Component Of Esimil

91. Esidrix (tn)

92. Ser-ap-es

93. Component Of Aldoril

94. Component Of Dyazide

95. Component Of Caplaril

96. Hcz

97. Chlorsulfonamidodihydrobenzothiadiazine Dioxide

98. Component Of Aldactazide

99. Copalia-hct

100. Exforge-hct

101. Imprida-hct

102. Rasilez-hct

103. Dafiro-hct

104. Hydrochlorothiaizide

105. Component Of Butizide Prestabs

106. 2h-1,2,4-benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-, 1,1-dioxide

107. 6-chloro-1,1-dioxo-3,4-dihydro-2h-1$l^{6},2,4-benzothiadiazine-7-sulfonamide

108. Nsc-53477

109. Diu-melusin

110. 0j48lph2th

111. 6-chloro-7-sulfamoyl-3,4-dihydro-2h-1,2,4-benzothiadiazine 1,1-dioxide

112. 6-chloro-3,4-dihydro-(2h)-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

113. Mls000069619

114. Chebi:5778

115. Chlorizide

116. Disothiazid

117. Hct

118. Hidrosaluretil

119. Novodiurex

120. Spironazide

121. Acesistem

122. Acuilix

123. Aldazida

124. Briazide

125. Catiazida

126. Chlothia

127. Clorana

128. Condiuren

129. Dihydran

130. Diurogen

131. Dixidrasi

132. Esoidrina

133. H.h. 25/25

134. H.h. 50/50

135. Hyclosid

136. Indroclor

137. Manuril

138. Medozide

139. Mictrin

140. Mikorten

141. Modurcen

142. Natrinax

143. Saldiuril

144. Selozide

145. Tandiur

146. Urozide

147. Didral

148. Hytrid

149. Nefrol

150. Unazid

151. Hidro-niagrin

152. Hydro-saluric

153. Raunova Plus

154. 3,4-dihydro-6-chloro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide

155. Concor Plus

156. Aquazide-h

157. Neo-flumen

158. Neo-minzil

159. 6-chloro-3,4-dihydro-7-sulfamoyl-2h-1,2,4-benzothiadiazine 1,1-dioxide

160. Hydro Par

161. Nsc53477

162. 6-chloro-1,1-dioxo-3,4-dihydro-2h-1lambda6,2,4-benzothiadiazine-7-sulfonamide

163. 6-chloro-3,4-dihydro-2h-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide

164. Hydro-t

165. Hydrochlorthiazidum

166. Hct-isis

167. Su-5879

168. Cas-58-93-5

169. Mazide 25 Mg

170. Ncgc00015508-08

171. Hydrochlorat

172. Hydrochlorot

173. Smr000035778

174. Idroclorotiazide

175. Diu 25 Vigt

176. Hydrex-semi

177. Aldactazide 25/25

178. Aldectazide 50/50

179. Dihydroxychlorothiazidum

180. Dsstox_cid_713

181. Inderide 80/25

182. Hydrochlorothiazide Form Ii

183. 6-chloro-3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide

184. Idroclorotiazide [dcit]

185. Dsstox_rid_75752

186. Dsstox_gsid_20713

187. Hydrochlorzide

188. Ezide

189. Hydrozide Injection, Veterinary

190. Hidroclorotiazida [inn-spanish]

191. Hydrochlorothiazidum [inn-latin]

192. 6-chloro-1,1-dioxo-3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulfonamide

193. Microzide (tn)

194. Ccris 2082

195. Hsdb 3096

196. Sr-01000000119

197. Einecs 200-403-3

198. Nsc 53477

199. Unii-0j48lph2th

200. Brn 0625101

201. Hydrokraft

202. Idrodiuvis

203. Aquazide

204. Manschitt

205. Urirex

206. Hydropar

207. 6-chloro-1,1-dioxo-3,4-dihydro-2h-1?^{6},2,4-benzothiadiazine-7-sulfonamide

208. 6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide

209. Prestwick_263

210. Hydrochloro Thiazide

211. Hyzaar (salt/mix)

212. Mfcd00051765

213. Aldoril (salt/mix)

214. Dutoprol (salt/mix)

215. Inderide (salt/mix)

216. Prinzide (salt/mix)

217. Accuretic (salt/mix)

218. Hydropres (salt/mix)

219. Thiazide, Hydrochloro-

220. Hydrochlorothiazide [usp:inn:ban:jan]

221. Spectrum_000877

222. Opera_id_168

223. Maybridge1_004336

224. Prestwick0_000009

225. Prestwick1_000009

226. Prestwick2_000009

227. Prestwick3_000009

228. Spectrum2_001040

229. Spectrum3_000456

230. Spectrum4_000006

231. Spectrum5_000824

232. Lopac-h-4759

233. Chembl435

234. Tekturna Hct (salt/mix)

235. 2h-1,2,4-benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-, 1, 1-dioxide

236. H 4759

237. Cid_3639

238. Schembl9349

239. Lopac0_000614

240. Oprea1_357174

241. Bspbio_000017

242. Bspbio_002132

243. Kbiogr_000351

244. Kbioss_001357

245. Af-614/30832002

246. Bidd:gt0153

247. Divk1c_000289

248. Spectrum1500335

249. Bmcl182567 Compound 6a

250. Spbio_001259

251. Spbio_001938

252. Bpbio1_000019

253. Gtpl4836

254. Hydrochlorothiazide, Crystalline

255. Hydrochlorothiazide [mi]

256. Dtxsid2020713

257. Bdbm13076

258. Component Of Dyazide (salt/mix)

259. Hms500o11

260. Hms553n04

261. Hydrochlorothiazide [inn]

262. Hydrochlorothiazide [jan]

263. Kbio1_000289

264. Kbio2_001357

265. Kbio2_003925

266. Kbio2_006493

267. Kbio3_001352

268. Hydrochlorothiazide [hsdb]

269. Hydrochlorothiazide [iarc]

270. Component Of Caplaril (salt/mix)

271. Ninds_000289

272. Hms1568a19

273. Hms1920d19

274. Hms2091l05

275. Hms2095a19

276. Hms2235i09

277. Hms3259o17

278. Hms3261l10

279. Hms3370p11

280. Hms3428a05

281. Hms3655m21

282. Hms3712a19

283. Hydrochlorothiazide [vandf]

284. Pharmakon1600-01500335

285. Zinc896569

286. Hydrochlorothiazide [mart.]

287. Hydrochlorothiazide Component

288. Bcp22001

289. Hy-b0252

290. Jfd00715

291. Hydrochlorothiazide [usp-rs]

292. Hydrochlorothiazide [who-dd]

293. Hydrochlorothiazide [who-ip]

294. Tox21_110165

295. Tox21_201565

296. Tox21_300292

297. Tox21_500614

298. 3,4-dihydro-6-chloro-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide

299. Ccg-40240

300. Nsc757059

301. S1708

302. Stk315354

303. 3,2,4-benzothiadiazine-1,1-dioxide

304. Hydrochlorothiazide (jp17/usp/inn)

305. Hydrochlorothiazide [ema Epar]

306. Akos000121373

307. Tox21_110165_1

308. Ac-8114

309. Db00999

310. Lp00614

311. Nc00510

312. Nsc-757059

313. Ps-3162

314. Sdccgsbi-0050596.p005

315. Hydrochlorothiazide [green Book]

316. Idi1_000289

317. Wln: T66 Bswm Em Dhj Hg Iszw

318. Hydrochlorothiazide [ep Impurity]

319. Hydrochlorothiazide [orange Book]

320. Ncgc00015508-01

321. Ncgc00015508-02

322. Ncgc00015508-03

323. Ncgc00015508-04

324. Ncgc00015508-05

325. Ncgc00015508-06

326. Ncgc00015508-07

327. Ncgc00015508-09

328. Ncgc00015508-10

329. Ncgc00015508-11

330. Ncgc00015508-12

331. Ncgc00015508-13

332. Ncgc00015508-14

333. Ncgc00015508-16

334. Ncgc00015508-17

335. Ncgc00015508-25

336. Ncgc00021906-03

337. Ncgc00021906-04

338. Ncgc00021906-05

339. Ncgc00021906-06

340. Ncgc00021906-07

341. Ncgc00021906-08

342. Ncgc00254017-01

343. Ncgc00259114-01

344. Ncgc00261299-01

345. Ziac Component Hydrochlorothiazide

346. 8049-49-8

347. Bh164522

348. Hh-50/50

349. Hydrochlorothiazide [ep Monograph]

350. Nci60_004317

351. Component Of Butizide Prestabs (salt/mix)

352. Esimil Component Hydrochlorothiazide

353. Hydrochlorothiazide [usp Monograph]

354. Hydrochlorothiazide 1.0 Mg/ml In Methanol

355. Hydrochlorothiazidum [who-ip Latin]

356. Hyzaar Component Hydrochlorothiazide

357. Sbi-0050596.p004

358. Aldoril Component Hydrochlorothiazide

359. Avalide Component Hydrochlorothiazide

360. Dyazide Component Hydrochlorothiazide

361. Hydrochlorothiazide Component Of Ziac

362. Maxzide Component Hydrochlorothiazide

363. Polycap Component Hydrochlorothiazide

364. Riprazo Component Hydrochlorothiazide

365. Unipres Component Hydrochlorothiazide

366. Ab00052012

367. Dutoprol Component Hydrochlorothiazide

368. Eu-0100614

369. Ft-0650564

370. H1274

371. Prinzide Component Hydrochlorothiazide

372. Rasitrio Component Hydrochlorothiazide

373. Sw196569-3

374. Uniretic Component Hydrochlorothiazide

375. Accuretic Component Hydrochlorothiazide

376. Amturnide Component Hydrochlorothiazide

377. Apresazide Component Hydrochlorothiazide

378. Cam-ap-es Component Hydrochlorothiazide

379. H.r.-50 Component Hydrochlorothiazide

380. Hydrap-es Component Hydrochlorothiazide

381. Hydrochlorothiazde Component Of Toulomi

382. Hydrochlorothiazide 100 Microg/ml In Methanol

383. Hydrochlorothiazide Component Of Esimil

384. Hydrochlorothiazide Component Of Hyzaar

385. Hydropres Component Hydrochlorothiazide

386. Kervezide Component Hydrochlorothiazide

387. Kinzalkomb Component Hydrochlorothiazide

388. Moduretic Component Hydrochlorothiazide

389. Normozide Component Hydrochlorothiazide

390. Pritorplus Component Hydrochlorothiazide

391. Quinaretic Component Hydrochlorothiazide

392. Ser-a-gen Component Hydrochlorothiazide

393. Ser-ap-es Component Hydrochlorothiazide

394. Tolucombi Component Hydrochlorothiazide

395. Tribenzor Component Hydrochlorothiazide

396. Vaseretic Component Hydrochlorothiazide

397. Viskazide Component Hydrochlorothiazide

398. Zestoretic Component Hydrochlorothiazide

399. 6-chloro-3,2,4-benzothiadiazine 1,1-dioxide

400. A19550

401. Aldactazide Component Hydrochlorothiazide

402. Benicar Hct Component Hydrochlorothiazide

403. C07041

404. D00340

405. Diovan Hct Component Hydrochlorothiazide

406. Exforge Hct Component Hydrochlorothiazide

407. H10742

408. Hydra-zide Component Hydrochlorothiazide

409. Hydro-ride Component Hydrochlorothiazide

410. Hydrochlorothiazide Component Of Aldoril

411. Hydrochlorothiazide Component Of Avalide

412. Hydrochlorothiazide Component Of Dutoprol

413. Hydrochlorothiazide Component Of Dyazide

414. Hydrochlorothiazide Component Of Maxzide

415. Hydrochlorothiazide Component Of Prinzide

416. Hydrochlorothiazide Component Of Rasitrio

417. Hydrochlorothiazide Component Of Riprazo

418. Hydrochlorothiazide Component Of Unipres

419. Hydrochlorothiazide Component Of Uniretic

420. Ifirmacombi Component Hydrochlorothiazide

421. Sprimeo-hct Component Hydrochlorothiazide

422. Teveten Hct Component Hydrochlorothiazide

423. Ab00052012-15

424. Ab00052012_16

425. Ab00052012_17

426. Hydro-reserp Component Hydrochlorothiazide

427. Hydrochlorothiazide Component Of Amturnide

428. Hydrochlorothiazide Component Of H.r.-50

429. Hydrochlorothiazide Component Of Hydrap-es

430. Hydrochlorothiazide Component Of Hydropres

431. Hydrochlorothiazide Component Of Moduretic

432. Hydrochlorothiazide Component Of Normozide

433. Hydrochlorothiazide Component Of Tribenzor

434. Hydrochlorothiazide Component Of Vaseretic

435. Hydrochlorothiazide Component Of Viskazide

436. Lotensin Hct Component Hydrochlorothiazide

437. Micardis Hct Component Hydrochlorothiazide

438. Micardisplus Component Hydrochlorothiazide

439. Monopril Hct Component Hydrochlorothiazide

440. Tekturna Hct Component Hydrochlorothiazide

441. 051h765

442. Hydrochlorothiazide 100 Microg/ml In Acetonitrile

443. Hydrochlorothiazide Component Of Aldactazide

444. Hydrochlorothiazide Component Of Apresazide

445. Hydrochlorothiazide Component Of Benicar Hct

446. Hydrochlorothiazide Component Of Cam-ap-es

447. Hydrochlorothiazide Component Of Diovan Hct

448. Hydrochlorothiazide Component Of Exforge Hct

449. Hydrochlorothiazide Component Of Hydra-zide

450. Hydrochlorothiazide Component Of Hydro-ride

451. Hydrochlorothiazide Component Of Ifirmacombi

452. Hydrochlorothiazide Component Of Kinzalkomb

453. Hydrochlorothiazide Component Of Quinaretic

454. Hydrochlorothiazide Component Of Rasilez-hct

455. Hydrochlorothiazide Component Of Ser-a-gen

456. Hydrochlorothiazide Component Of Ser-ap-es

457. Hydrochlorothiazide Component Of Sprimeo-hct

458. Hydrochlorothiazide Component Of Teveten Hct

459. Hydrochlorothiazide Component Of Zestoretic

460. Lopressor Hct Component Hydrochlorothiazide

461. Oreticyl Forte Component Hydrochlorothiazide

462. Q423930

463. Hydrochlorothiazide Component Of Hydro-reserp

464. Hydrochlorothiazide Component Of Lotensin Hct

465. Hydrochlorothiazide Component Of Micardis Hct

466. Hydrochlorothiazide Component Of Micardisplus

467. Hydrochlorothiazide Component Of Monopril Hct

468. Hydrochlorothiazide Component Of Tekturna Hct

469. Hydrochlorothiazide, Meets Usp Testing Specifications

470. Q-201210

471. Serpasil-esidrix Component Hydrochlorothiazide

472. Sr-01000000119-2

473. Sr-01000000119-4

474. Sr-01000000119-6

475. Apresoline-esidrix Component Hydrochlorothiazide

476. Brd-k13078532-001-05-2

477. Hydrochlorothiazide Component Of Lopressor Hct

478. Hydrochlorothiazide Component Of Oreticyl Forte

479. Z56347248

480. Hydrochlorothiazide Component Of Serpasil-esidrix

481. 6-chloro-3,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

482. 6-chloro-7-sulfamoyl-3,2,4-benzothiadiazine 1,1-dioxide

483. Hydrochlorothiazide Component Of Apresoline-esidrix

484. Hydrochlorothiazide, Drug Standard, 1.0 Mg/ml In Methanol

485. Hydroserpine Plus (r-h-h) Component Hydrochlorothiazide

486. 6-chloro-3,4-dihydro-1,1-dioxo-7-sulfamoyl-1,2,4-benzothiadiazine

487. Hydrochlorothiazide Component Of Hydroserpine Plus (r-h-h)

488. Hydrochlorothiazide, British Pharmacopoeia (bp) Reference Standard

489. Hydrochlorothiazide, European Pharmacopoeia (ep) Reference Standard

490. 3,4-dihydro-6-chloro-7-sulfamyl-1,2, 4-benzothiadiazine-1,1-dioxide

491. 6-chloro-3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulphonamide-1,1-dioxide

492. 6-chloro-3,4-dihydro-7-sulfamoyl-2h-1,2, 4-benzothiadiazine 1,1-dioxide

493. 6-chloro-7-sulfamoyl-3, 4-dihydro-2h-1,2,4-benzothiadiazine 1,1-dioxide

494. 6-chloro-7-sulfamoyl-3,4-dihydro-(2h)-1,2,4-benzothiadiazine 1,1-dioxide

495. 6-chloro-7-sulfamoyl-3,4-dihydrobenzo-1,2,4-thiadiazine-1,1-dioxide

496. 6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide

497. Hydrochlorothiazide Component Of Irbesartan/hydrochlorothiazide Teva

498. Hydrochlorothiazide Component Of Irbesartan/hydrochlorothiazide-bms

499. Hydrochlorothiazide, United States Pharmacopeia (usp) Reference Standard

500. Ibersartan/hydrochlorothiazide Zentiva Component Hydrochlorothiazide

501. Irbesartan/hydrochlorothiazide Teva Component Hydrochlorothiazide

502. Irbesartan/hydrochlorothiazide-bms Component Hydrochlorothiazide

503. 2h-1,2, 4-benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-, 1, 1-dioxide

504. 2h-1,2,4-benzothiadiazine, 6-chloro-3,4-dihydro-7-sulfamoyl-2, 1,1-dioxide

505. 2h-1,2,4-benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-,1,1-dioxide

506. 2h-1,4-benzothiadiazine-7-sulfonamide, 6-chloro-3,4-dihydro-, 1,1-dioxide

507. 6-chloro-1,1-dioxo-1,2,3,4-tetrahydro-1lambda,2,4-benzothiadiazine-7-sulfonamide

508. 6-chloro-1,1-dioxo-3,4-dihydro-2h-1$l^{6,2,4-benzothiadiazine-7-sulfonamide

509. 6-chloro-3,4-dihydro-2h-1,2,4-benzothiadiazine-7-sulfonamide 1, 1-dioxide

510. 7-(aminosulfonyl)-6-chloro-3,4-dihydro-(2h)-1,2,4-benzothiadiazine 1,1-dioxide

511. Hydralazine Hydrochloride-hydrochlorothiazide-reserpine Component Hydrochlorothiazide

512. Hydrochlorothiazide Component Of Ibersartan/hydrochlorothiazide Zentiva

513. Hydrochlorothiazide For Peak Identification, European Pharmacopoeia (ep) Reference Standard

514. Hydrochlorothiazide, Pharmaceutical Secondary Standard; Certified Reference Material

515. 125727-50-6

516. Hydrochlorothiazide Component Of Hydralazine Hydrochloride-hydrochlorothiazide-reserpine

517. Hydrochlorothiazide Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 297.7 g/mol
Molecular Formula C7H8ClN3O4S2
XLogP3-0.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass296.9644758 g/mol
Monoisotopic Mass296.9644758 g/mol
Topological Polar Surface Area135 Ų
Heavy Atom Count17
Formal Charge0
Complexity494
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 12  
Drug NameDyazide
PubMed HealthTriamterene/Hydrochlorothiazide (By mouth)
Drug ClassesDiuretic, Potassium Sparing/Thiazide Combination
Active IngredientHydrochlorothiazide; triamterene
Dosage FormCapsule
RouteOral
Strength37.5mg; 25mg
Market StatusPrescription
CompanyGlaxosmithkline

2 of 12  
Drug NameHydrochlorothiazide
PubMed HealthHydrochlorothiazide (By mouth)
Drug ClassesCardiovascular Agent
Drug LabelHydrochlorothiazide is a diuretic and antihypertensive. It is the 3,4-dihydro derivative of chlorothiazide. It is chemically designated as 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine -7-sulfonamide 1,1-dioxide and has the following structural form...
Active IngredientHydrochlorothiazide
Dosage FormTablet; Capsule
RouteOral
Strength25mg; 50mg; 12.5mg
Market StatusPrescription
CompanyVintage Pharms; Mylan Pharms; Excellium; Unichem; Jubilant Cadista; Apotex; Accord Hlthcare; Alembic Pharms; Sciegen Pharms; Sun Pharm Inds; Aurobindo Pharma; Hikma Pharms; Dava Pharms; Lannett Holdings; Ivax Sub Teva Pharms; Actavis Elizabeth; Ipca Labs;

3 of 12  
Drug NameLotensin hct
PubMed HealthBenazepril/Hydrochlorothiazide (By mouth)
Drug ClassesACE Inhibitor/Thiazide Combination, Antihypertensive, Cardiovascular Agent
Active IngredientBenazepril hydrochloride; hydrochlorothiazide
Dosage FormTablet
RouteOral
Strength25mg; 5mg; 6.25mg; 10mg; 12.5mg; 20mg
Market StatusPrescription
CompanyUs Pharms Holdings I

4 of 12  
Drug NameMicrozide
PubMed HealthHydrochlorothiazide (By mouth)
Drug ClassesCardiovascular Agent
Drug LabelMICROZIDE (hydrochlorothiazide, USP)Capsules 12.5 mg is the 3,4-dihydro derivative of chlorothiazide. Its chemical name is 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide. Its empirical formula is C7H8ClN3O4S2; its mole...
Active IngredientHydrochlorothiazide
Dosage FormCapsule
RouteOral
Strength12.5mg
Market StatusPrescription
CompanyWatson Labs

5 of 12  
Drug NameOretic
PubMed HealthLisinopril/Hydrochlorothiazide (By mouth)
Drug ClassesACE Inhibitor/Thiazide Combination, Antihypertensive, Cardiovascular Agent
Active IngredientHydrochlorothiazide
Dosage FormTablet
RouteOral
Strength50mg
Market StatusPrescription
CompanyAbbvie

6 of 12  
Drug NamePrinzide
Active IngredientHydrochlorothiazide; lisinopril
Dosage FormTablet
RouteOral
Strength10mg; 12.5mg; 20mg
Market StatusPrescription
CompanyMerck

7 of 12  
Drug NameDyazide
PubMed HealthTriamterene/Hydrochlorothiazide (By mouth)
Drug ClassesDiuretic, Potassium Sparing/Thiazide Combination
Active IngredientHydrochlorothiazide; triamterene
Dosage FormCapsule
RouteOral
Strength37.5mg; 25mg
Market StatusPrescription
CompanyGlaxosmithkline

8 of 12  
Drug NameHydrochlorothiazide
PubMed HealthHydrochlorothiazide (By mouth)
Drug ClassesCardiovascular Agent
Drug LabelHydrochlorothiazide is a diuretic and antihypertensive. It is the 3,4-dihydro derivative of chlorothiazide. It is chemically designated as 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine -7-sulfonamide 1,1-dioxide and has the following structural form...
Active IngredientHydrochlorothiazide
Dosage FormTablet; Capsule
RouteOral
Strength25mg; 50mg; 12.5mg
Market StatusPrescription
CompanyVintage Pharms; Mylan Pharms; Excellium; Unichem; Jubilant Cadista; Apotex; Accord Hlthcare; Alembic Pharms; Sciegen Pharms; Sun Pharm Inds; Aurobindo Pharma; Hikma Pharms; Dava Pharms; Lannett Holdings; Ivax Sub Teva Pharms; Actavis Elizabeth; Ipca Labs;

9 of 12  
Drug NameLotensin hct
PubMed HealthBenazepril/Hydrochlorothiazide (By mouth)
Drug ClassesACE Inhibitor/Thiazide Combination, Antihypertensive, Cardiovascular Agent
Active IngredientBenazepril hydrochloride; hydrochlorothiazide
Dosage FormTablet
RouteOral
Strength25mg; 5mg; 6.25mg; 10mg; 12.5mg; 20mg
Market StatusPrescription
CompanyUs Pharms Holdings I

10 of 12  
Drug NameMicrozide
PubMed HealthHydrochlorothiazide (By mouth)
Drug ClassesCardiovascular Agent
Drug LabelMICROZIDE (hydrochlorothiazide, USP)Capsules 12.5 mg is the 3,4-dihydro derivative of chlorothiazide. Its chemical name is 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide. Its empirical formula is C7H8ClN3O4S2; its mole...
Active IngredientHydrochlorothiazide
Dosage FormCapsule
RouteOral
Strength12.5mg
Market StatusPrescription
CompanyWatson Labs

11 of 12  
Drug NameOretic
PubMed HealthLisinopril/Hydrochlorothiazide (By mouth)
Drug ClassesACE Inhibitor/Thiazide Combination, Antihypertensive, Cardiovascular Agent
Active IngredientHydrochlorothiazide
Dosage FormTablet
RouteOral
Strength50mg
Market StatusPrescription
CompanyAbbvie

12 of 12  
Drug NamePrinzide
Active IngredientHydrochlorothiazide; lisinopril
Dosage FormTablet
RouteOral
Strength10mg; 12.5mg; 20mg
Market StatusPrescription
CompanyMerck

4.2 Therapeutic Uses

Antihypertensive Agents; Diuretics; Sodium Chloride Symporter Inhibitors

National Library of Medicine's Medical Subject Headings. Hydrochlorothiazide. Online file (MeSH, 2018). Available from, as of August 29, 2018: https://meshb.nlm.nih.gov/search


/CLINICAL TRIALS/ ClinicalTrials.gov is a registry and results database of publicly and privately supported clinical studies of human participants conducted around the world. The Web site is maintained by the National Library of Medicine (NLM) and the National Institutes of Health (NIH). Each ClinicalTrials.gov record presents summary information about a study protocol and includes the following: Disease or condition; Intervention (for example, the medical product, behavior, or procedure being studied); Title, description, and design of the study; Requirements for participation (eligibility criteria); Locations where the study is being conducted; Contact information for the study locations; and Links to relevant information on other health Web sites, such as NLM's MedlinePlus for patient health information and PubMed for citations and abstracts for scholarly articles in the field of medicine. Hydrochlorothiazide is included in the database.

NIH/NLM; ClinicalTrials.Gov. Available from, as of August 29, 2018: https://clinicaltrials.gov/


Hydrochlorothiazide tablets, USP are indicated as adjunctive therapy in edema associated with congestive heart failure, hepatic cirrhosis, and corticosteroid and estrogen therapy. /Included in US product label/

NIH; DailyMed. Current Medication Information for Hydrochlorothiazide tablet (Updated: September 13, 2017). Available from, as of September 11, 2018: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=01f1f478-5493-439f-9b99-f4f82023781c


Hydrochlorothiazide tablets, USP have also been found useful in edema due to various forms of renal dysfunction such as nephrotic syndrome, acute glomerulonephritis, and chronic renal failure. /Included in US product label/

NIH; DailyMed. Current Medication Information for Hydrochlorothiazide tablet (Updated: September 13, 2017). Available from, as of September 11, 2018: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=01f1f478-5493-439f-9b99-f4f82023781c


For more Therapeutic Uses (Complete) data for Hydrochlorothiazide (7 total), please visit the HSDB record page.


4.3 Drug Warning

Hydrochlorothiazide shares the pharmacologic actions, uses, and toxic potentials of the thiazides, and the usual precautions of thiazide administration should be observed.

American Society of Health-System Pharmacists; Drug Information 2018. Bethesda, MD. 2018, p. 2888


Some commercially available formulations of hydrochlorothiazide contain sulfites that may cause allergic-type reactions, including anaphylaxis and life-threatening or less severe asthmatic episodes, in certain susceptible individuals. The overall prevalence of sulfite sensitivity in the general population is unknown but probably low; such sensitivity appears to occur more frequently in asthmatic than in nonasthmatic individuals.

American Society of Health-System Pharmacists; Drug Information 2018. Bethesda, MD. 2018, p. 2888


The following adverse reactions have been reported and, within each category, are listed in the order of decreasing severity. ... Whenever adverse reactions are moderate or severe, thiazide dosage should be reduced or therapy withdrawn.

Table: Adverse Effects with Hydrochlorothiazide Tablet [Table#4434]

NIH; DailyMed. Current Medication Information for Hydrochlorothiazide tablet (Updated: September 13, 2017). Available from, as of September 11, 2018: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=01f1f478-5493-439f-9b99-f4f82023781c



The most common signs and symptoms /of overdose/ observed are those caused by electrolyte depletion (hypokalemia, hypochloremia, hyponatremia) and dehydration resulting from excessive diuresis. If digitalis has also been administered, hypokalemia may accentuate cardiac arrhythmias.

NIH; DailyMed. Current Medication Information for Hydrochlorothiazide tablet (Updated: September 13, 2017). Available from, as of September 11, 2018: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=01f1f478-5493-439f-9b99-f4f82023781c


For more Drug Warnings (Complete) data for Hydrochlorothiazide (28 total), please visit the HSDB record page.


4.4 Drug Indication

Hydrochlorothiazide is indicated alone or in combination for the management of edema associated with congestive heart failure, hepatic cirrhosis, nephrotic syndrome, acute glomerulonephritis, chronic renal failure, and corticosteroid and estrogen therapy. Hydrochlorothiazide is also indicated alone or in combination for the management of hypertension.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Hydrochlorothiazide prevents the reabsorption of sodium and water from the distal convoluted tubule, allowing for the increased elimination of water in the urine. Hydrochlorothiazide has a wide therapeutic window as dosing is individualized and can range from 25-100mg. Hydrochlorothiazide should be used with caution in patients with reduced kidney or liver function.


5.2 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)


Diuretics

Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)


Sodium Chloride Symporter Inhibitors

Agents that inhibit SODIUM CHLORIDE SYMPORTERS. They act as DIURETICS. Excess use is associated with HYPOKALEMIA. (See all compounds classified as Sodium Chloride Symporter Inhibitors.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
HYDROCHLOROTHIAZIDE
5.3.2 FDA UNII
0J48LPH2TH
5.3.3 Pharmacological Classes
Increased Diuresis [PE]; Potassium-sparing Diuretic [EPC]; Thiazide Diuretic [EPC]; Thiazides [CS]; Decreased Renal K+ Excretion [PE]
5.4 ATC Code

C09DX03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


C03AA03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448


C03AA03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448


C03AA03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448


C03AA03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448


C - Cardiovascular system

C03 - Diuretics

C03A - Low-ceiling diuretics, thiazides

C03AA - Thiazides, plain

C03AA03 - Hydrochlorothiazide


5.5 Absorption, Distribution and Excretion

Absorption

An oral dose of hydrochlorothiazide is 65-75% bioavailable, with a Tmax of 1-5 hours, and a Cmax of 70-490ng/mL following doses of 12.5-100mg. When taken with a meal, bioavailability is 10% lower, Cmax is 20% lower, and Tmax increases from 1.6 to 2.9 hours.


Route of Elimination

Hydrochlorothiazide is eliminated in the urine as unchanged hydrochlorothiazide.


Volume of Distribution

The volume of distribution varies widely from one study to another with values of 0.83-4.19L/kg.


Clearance

The renal clearance of hydrochlorothiazide in patients with normal renal function is 285mL/min. Patients with a creatinine clearance of 31-80mL/min have an average hydroxychlorothiazide renal clearance of 75mL/min, and patients with a creatinine clearance of 30mL/min have an average hydroxychlorothiazide renal clearance of 17mL/min.


Hydrochlorothiazide is well absorbed from the GI tract, with an oral bioavailability of approximately 65-75%. Although the rate and extent of absorption have been reported to vary depending on the formulation administered, no studies have been performed to determine the clinical importance (if any) of variations in absorption in patients receiving chronic hydrochlorothiazide therapy. Following oral administration of hydrochlorothiazide at doses of 12.5-100 mg, peak plasma concentrations of 70-490 ng/mL are observed within 1-5 hours of dosing. Food decreases the rate and extent of absorption of hydrochlorothiazide capsules (Microzide). Bioavailability and peak plasma concentrations of the drug were decreased by about 10 and 20%, respectively, when hydrochlorothiazide capsules (Microzide) were administered with food. Times to peak plasma concentration for such capsules were delayed by 1.3 hours (from 1.6 to 2.9 hours). Absorption of hydrochlorothiazide is reduced in patients with heart failure. Approximately 40-68% of the drug is bound to plasma proteins. Hydrochlorothiazide exhibits linear pharmacokinetics. Based on determination of plasma drug concentrations over a period of at least 24 hours, the plasma half-life of hydrochlorothiazide reportedly ranges from 5.6-15 hours. Hydrochlorothiazide apparently is not metabolized and is excreted unchanged in urine. At least 61% of the drug is reportedly eliminated from the body within 24 hours. Increased hydrochlorothiazide plasma concentrations and a prolonged elimination half-life have been reported in patients with renal impairment. The effect of hemodialysis on the elimination of the drug has not been determined.

American Society of Health-System Pharmacists; Drug Information 2018. Bethesda, MD. 2018, p. 2888


Thiazides cross the placental barrier and appear in cord blood. /Thiazides/

NIH; DailyMed. Current Medication Information for Hydrochlorothiazide tablet (Updated: September 13, 2017). Available from, as of September 11, 2018: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=01f1f478-5493-439f-9b99-f4f82023781c


/MILK/ Thiazides are excreted in breast milk. /Thiazides/

NIH; DailyMed. Current Medication Information for Hydrochlorothiazide tablet (Updated: September 13, 2017). Available from, as of September 11, 2018: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=01f1f478-5493-439f-9b99-f4f82023781c


(14)C-hydrochlorothiazide (hct) was administered orally (n=4) and iv (n=2) to healthy subjects. The gastrointestinal absorption ranged between 60% and 80%, most of it took place in the duodenum and the upper jejunum. The radioactivity was eliminated mainly in the urine, while no sigificant biliary excretion was observed. Chromatographic analysis of the urinary radioactivity demonstrated that greater than 95% of the absorbed or injected (14)C-hct was excreted unchanged. The radioactivity in plasma during the first 10 hr after oral administration declined with a fast phase but the levels of label thereafter suggested a slow phase. The existence of such a phase was verified in 1 subject given 75 mg hct orally. His plasma levels of hct (determined with gas-liquid chromatography) declined according to a 2-compartment model, the half-lives of the alpha-and beta-phases being 1.7 and 13.1 hr, respectively. Hct accumulated in the blood cells and the ratio between the radioactivity in cells and that in plasma averaged 3.5. The fate of a single dose of (14)C-hct in 2 hypertensive patients treated with the drug chronically was similar to that in the healthy subjects. A third patient, who had slightly elevated serum creatinine, eliminated hct more slowly than the others. Like the healthy subjects, the patients eliminated hct to greater than 95% in unchanged form.

PMID:1277708 Beermann B et al; Clin Pharmacol Ther 19 (5 Pt 1): 531-7 (1976)


For more Absorption, Distribution and Excretion (Complete) data for Hydrochlorothiazide (6 total), please visit the HSDB record page.


5.6 Metabolism/Metabolites

Hydrochlorothiazide is not metabolized.


5.7 Biological Half-Life

The plasma half life of hydrochlorothiazide is 5.6-14.8h.


Based on determination of plasma drug concentrations over a period of at least 24 hours, the plasma half-life of hydrochlorothiazide reportedly ranges from 5.6-15 hours.

American Society of Health-System Pharmacists; Drug Information 2018. Bethesda, MD. 2018, p. 2888


The bioavailability of hydrochlorothiazide from 50-mg oral tablet doses was examined in healthy male volunteers under fasting and nonfasting conditions. ... The pharmacokinetics of hydrochlorothiazide in plasma could be described in terms of a triexponential function, and the mean half-life determined from the 3 exponents were 1.0, 2.2, and 9.0 hr.

PMID:7062255 Barbhaiya RH et al; J Pharm Sci 71 (2): 245-8 (1982)


The radioactivity in /human/ plasma during the first 10 hr after oral administration /of hydrochlorothiazide (hct)/ declined with a fast phase but the levels of label thereafter suggested a slow phase. The existence of such a phase was verified in 1 subject given 75 mg hct orally. His plasma levels of hct (determined with gas-liquid chromatography) declined according to a 2-compartment model, the half-lives of the alpha-and beta-phases being 1.7 and 13.1 hr, respectively.

PMID:1277708 Beermann B et al; Clin Pharmacol Ther 19 (5 Pt 1): 531-7 (1976)


5.8 Mechanism of Action

Hydrochlorothiazide is transported from the circulation into epithelial cells of the distal convoluted tubule by the organic anion transporters OAT1, OAT3, and OAT4. From these cells, hydrochlorothiazide is transported to the lumen of the tubule by multidrug resistance associated protein 4 (MRP4). Normally, sodium is reabsorbed into epithelial cells of the distal convoluted tubule and pumped into the basolateral interstitium by a sodium-potassium ATPase, creating a concentration gradient between the epithelial cell and the distal convoluted tubule that promotes the reabsorption of water. Hydrochlorothiazide acts on the proximal region of the distal convoluted tubule, inhibiting reabsorption by the sodium-chloride symporter, also known as Solute Carrier Family 12 Member 3 (SLC12A3). Inhibition of SLC12A3 reduces the magnitude of the concentration gradient between the epithelial cell and distal convoluted tubule, reducing the reabsorption of water.


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