List of Drug Master Files (DMF) of Isopropyl Alcohol Active Pharmaceutical Ingredient listed on PharmaCompass.com

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Chemistry

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Also known as: Isopropanol, 2-propanol, Propan-2-ol, 67-63-0, 2-hydroxypropane, Alkolave
Molecular Formula
C3H8O
Molecular Weight
60.10  g/mol
InChI Key
KFZMGEQAYNKOFK-UHFFFAOYSA-N
FDA UNII
ND2M416302

Isopropyl Alcohol
An isomer of 1-PROPANOL. It is a colorless liquid having disinfectant properties. It is used in the manufacture of acetone and its derivatives and as a solvent. Topically, it is used as an antiseptic.
1 2D Structure

Isopropyl Alcohol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
propan-2-ol
2.1.2 InChI
InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3
2.1.3 InChI Key
KFZMGEQAYNKOFK-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)O
2.2 Other Identifiers
2.2.1 UNII
ND2M416302
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2 Propanol

2. 2-propanol

3. Alcohol, Isopropyl

4. Alcohol, Rubbing

5. Isopropanol

6. Rubbing Alcohol

2.3.2 Depositor-Supplied Synonyms

1. Isopropanol

2. 2-propanol

3. Propan-2-ol

4. 67-63-0

5. 2-hydroxypropane

6. Alkolave

7. Avantine

8. Hartosol

9. Dimethylcarbinol

10. Sec-propyl Alcohol

11. I-propanol

12. Petrohol

13. Takineocol

14. Alcojel

15. Avantin

16. 1-methylethanol

17. 2-propyl Alcohol

18. Alcolo

19. Isohol

20. Lavacol

21. Lutosol

22. Propol

23. Alcosolve 2

24. 1-methylethyl Alcohol

25. Imsol A

26. Arquad Dmcb

27. Alcosolve

28. Spectrar

29. I-propylalkohol

30. N-propan-2-ol

31. Combi-schutz

32. I-propyl Alcohol

33. Isopropyl Alcohol, Rubbing

34. Iso-propanol

35. Iso-propylalkohol

36. Alcool Isopropilico

37. Visco 1152

38. Alcool Isopropylique

39. Sterisol Hand Disinfectant

40. I-propanol [german]

41. Sec-propanol

42. Fema No. 2929

43. I-propylalkohol [german]

44. Iso-propyl Alcohol

45. Iso-propylalkohol [german]

46. Alcool Isopropilico [italian]

47. Alcool Isopropylique [french]

48. Iso-propylalcohol

49. Alcohol,isopropyl

50. Propanol-2

51. Isopropyl Alcohol [usp]

52. Mfcd00011674

53. Nsc-135801

54. Chebi:17824

55. Nd2m416302

56. 2-propanol, Anhydrous

57. Ncgc00090917-01

58. Rubbing Alcohol

59. Dsstox_cid_762

60. Isopropyl Alcohol (usp)

61. Iproh

62. Dsstox_rid_75777

63. Dsstox_gsid_20762

64. 2-propanol, Usp, 99.0%

65. Caswell No. 507

66. Isopropylalcohol

67. Isopropyl Alcohol(2-d)

68. Fema Number 2929

69. 2-propanol, Acs Reagent, >=99.5%

70. Cas-67-63-0

71. Alcohol, Isopropyl

72. Ccris 2308

73. Hsdb 116

74. Einecs 200-661-7

75. Un1219

76. Isopropyl Alcohol(1,1,1,3,3,3-d6)

77. Nsc 135801

78. Brn 0635639

79. Isopropyl Alcohol(1,1,1,2,3,3,3-d7)

80. Isoproylalcohol

81. Virahol

82. I-propylalcohol

83. Lavaco

84. Isopropylalkohol

85. 2propanol

86. 2-propylalcohol

87. Isopropy Alcohol

88. Isoproyl Alcohol

89. Ai3-01636

90. 2-propanolum

91. Isopropyl-alcohol

92. Propane-2ol

93. Propan-2ol

94. Unii-nd2m416302

95. 2-propano

96. Isopropryl Alcohol

97. Propane-2-ol

98. 2 -propanol

99. 2- Propanol

100. Propan 2-ol

101. Iso-proh

102. Isopropyl Alcohol

103. I-proh

104. (propan-2-ol)

105. Isopro (tn)

106. Recovered Isopropanol

107. Tissue Dry Dehydrant

108. Zuragard

109. Isopropyl Alcohol C+

110. Hibistat (salt/mix)

111. I-pr-oh

112. Propane, 2-hydroxy-

113. 2-propanol, Ph Eur

114. Iso-c3h7oh

115. Isopropanol (jp17)

116. Isopropanol (recovered)

117. Isopropanol Acs Reagent

118. 2-propanol, Gc Grade

119. 2-propanol, For Hplc

120. Isopropanol [jan]

121. Isopropyl Alcohol - Gmp

122. 2-propanol, Acs Reagent

123. 2-propanol, Hplc Grade

124. Chembl582

125. Isopropyl Alcohol Hplc/uv

126. 2-propanol, 99.5%

127. Ec 200-661-7

128. Ips 1

129. Isopropanol, 70% In Water

130. Isopropanol, 70% In H2o

131. Isopropanol [who-dd]

132. 4-01-00-01461 (beilstein Handbook Reference)

133. Isopropyl Alcohol (manufacture Strong-acid Process)

134. 2-propanol [usp-rs]

135. 2-propanol [who-ip]

136. Isopropanol, Isopropyl Alcohol

137. Isopropyl Alcohol [ii]

138. Isopropyl Alcohol [mi]

139. Isopropanol, 99.5% Anhydrous

140. Wln: Qy1&1

141. 2-propanol, Analytical Standard

142. Isopropanol Or Isopropyl Alcohol

143. Isopropyl Alcohol [fcc]

144. 2-propanol, Lr, >=99%

145. Dtxsid7020762

146. Isopropyl Alcohol [fhfi]

147. Isopropyl Alcohol [hsdb]

148. Isopropyl Alcohol [iarc]

149. Isopropyl Alcohol [inci]

150. Bdbm36154

151. Alcohol,isopropyl [vandf]

152. Isopropyl Alcohol (manufacturing-strong Acid Process Only)

153. Isopropyl Alcohol [vandf]

154. 2-propanol, Anhydrous, 99.5%

155. Isopropyl Alcohol [mart.]

156. Zinc901159

157. 2-propanol, Ar, >=99.5%

158. Amy11029

159. Str00089

160. 2-propanol, 99.9%, Pra Grade

161. 2-propanol, For Hplc, 99.5%

162. 2-propanol, For Hplc, 99.9%

163. 2-propanol, Technical Grade, 95%

164. Isopropyl Alcohol Reagent Grade Acs

165. Tox21_111039

166. Tox21_202475

167. 2-propanol, 99.5%, Hplc Grade

168. 2-propanol, Spectrophotometric Grade

169. 2-propanolum [who-ip Latin]

170. Nsc135801

171. 2-propanol, Histological Grade, 99%

172. Akos000121012

173. 2-propanol, For Hplc, >=99.8%

174. Db02325

175. Isopropyl Alcohol (isopropanol)

176. Isopropyl Alcohol [orange Book]

177. Un 1219

178. Isopropyl Alcohol [ep Monograph]

179. 2-propanol 1000 Microg/ml In Methanol

180. Acetone Impurity B [ep Impurity]

181. Isopropyl Alcohol [usp Monograph]

182. Ncgc00260024-01

183. 2-propanol, 99.95% (lc-ms Grade)

184. 2-propanol, Uv Hplc Gradient, 99.8%

185. Isopropyl Alcohol (only Persons Who Manufacture By The Strong Acid Process Are Subject, Supplier Notification Not Required)

186. Isopropyl Alcohol, Natural, >=98%, Fg

187. Phenolphthalein Solution, Alcoholic 0.5%

188. 2-propanol 100 Microg/ml In Acetonitrile

189. Duraprep Component Isopropyl Alcohol

190. Isopropyl Alcohol, >=99.7%, Fcc, Fg

191. Soluprep Component Isopropyl Alcohol

192. 2-propanol, Saj First Grade, >=99.0%

193. 2-propanol, Jis Special Grade, >=99.5%

194. 2-propanol, Laboratory Reagent, >=99.5%

195. 2-propanol, Meets Usp Testing Specifications

196. Chloraprep Component Isopropyl Alcohol

197. Ft-0613371

198. Ft-0670483

199. I0163

200. I0164

201. I0277

202. Isopropanol, 99.5% Anhydrous, 50 Ppm Water

203. Isopropyl Alcohol Component Of Duraprep

204. Isopropyl Alcohol Component Of Soluprep

205. C01845

206. D00137

207. Q16392

208. Isopropyl Alcohol Component Of Chloraprep

209. Sr-01000944474

210. J-510285

211. Sr-01000944474-1

212. 2-propanol, Acs Spectrophotometric Grade, >=99.5%

213. 2-propanol, P.a., Acs Reagent, Reag. Iso, 99.8%

214. 2-propanol, Reag. Iso, Uv Hplc Spectroscopic, 99.7%

215. 2-propanol, Bioreagent, For Molecular Biology, >=99.5%

216. 2-propanol, Electronic Grade, 99.999% Trace Metals Basis

217. 2-propanol, Puriss. P.a., Acs Reagent, >=99.8% (gc)

218. 2-propanol, Vetec(tm) Reagent Grade, Anhydrous, >=99.5%

219. 2-propanol, Bioultra, For Molecular Biology, >=99.5% (gc)

220. Isopropanol Or Isopropyl Alcohol [un1219] [flammable Liquid]

221. Isopropyl Alcohol, Europepharmacopoeia (ep) Reference Standard

222. Isopropyl Alcohol, Meets Ep, Bp, Usp Testing Specifications

223. 2-propanol, >=99.7%, Suitable For Absorption Spectrum Analysis

224. 2-propanol, Semiconductor Grade Puranal(tm) (honeywell 17829)

225. 2-propanol, United States Pharmacopeia (usp) Reference Standard

226. 2-propanol, >=99.7%, For Residue Analysis, Suitable For 1000 Per Jis

227. 2-propanol, Hplc Plus, For Hplc, Gc, And Residue Analysis, 99.9%

228. 2-propanol, Pharmaceutical Secondary Standard; Certified Reference Material

229. 2-propanol, Semiconductor Grade Mos Puranal(tm) (honeywell 17930)

230. 2-propanol, Semiconductor Grade Slsi Puranal(tm) (honeywell 17030)

231. 2-propanol, Semiconductor Grade Ulsi Puranal(tm) (honeywell 17022)

232. 2-propanol, Semiconductor Grade Vlsi Puranal(tm) (honeywell 17604)

233. 2-propanol, Hplc Plus, For Hplc, Gc, And Residue Analysis, 99.9%, Poly Coated Bottles

234. 2-propanol, Puriss. P.a., Acs Reagent, Reag. Iso, Reag. Ph. Eur., >=99.8% (gc)

235. 2-propanol, Puriss., Meets Analytical Specification Of Ph. Eur., Bp, Usp, >=99.5% (gc)

236. 8003-15-4

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 60.10 g/mol
Molecular Formula C3H8O
XLogP30.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass60.057514874 g/mol
Monoisotopic Mass60.057514874 g/mol
Topological Polar Surface Area20.2 Ų
Heavy Atom Count4
Formal Charge0
Complexity10.8
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 Therapeutic Uses

Anti-Infective Agents, Local; Solvents

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


MEDICATION (VET): Antiseptic, rubefacient

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 901


ALCOHOLS ARE APPLIED TO REDUCE LOCAL BACTERIAL FLORA PRIOR TO PENETRATION WITH NEEDLES OR OTHER SHARP INSTRUMENTS AND AS A PREOPERATIVE WASH. ... ISOPROPYL ALCOHOL HAS SLIGHTLY GREATER BACTERIAL ACTIVITY THAN ETHYL ALCOHOL DUE TO ITS GREATER DEPRESSION OF SURFACE TENSION. IT RAPIDLY KILLS VEGETATIVE FORMS OF MOST BACTERIA WHEN USED FULL STRENGTH OR AS 70% AQ SOLN.

American Medical Association, Department of Drugs. Drug Evaluations. 6th ed. Chicago, Ill: American Medical Association, 1986., p. 1523


EXPTL USE: HEPATITIS B VIRUS IN DRIED HUMAN PLASMA WAS EXPOSED FOR 10 MIN AT 20 C TO 70% ISOPROPANOL, A CHEMICAL DISINFECTANT HAVING INTERMEDIATE ACTIVITY LEVEL. ONE CHIMPANZEE RECEIVED TREATED MATERIAL IV, & DID NOT SHOW SIGNS OF INFECTION AFTER POST-INOCULATION PERIOD OF 9 MONTHS.

PMID:6630443 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC270849 BOND WW ET AL; J CLIN MICROBIOL 18 (3): 535 (1983)


Antiseptic

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 2006., p. 901


4.2 Minimum/Potential Fatal Human Dose

ACCORDING TO CLINICAL EXPERIENCE ISOPROPYL ALCOHOL IS MORE TOXIC THAN ETHYL ALCOHOL AND LESS TOXIC THAN METHYL ALCOHOL. ... ITS ACUTE POTENCY AS CENTRAL NERVOUS DEPRESSANT IS ABOUT TWICE THAT OF ETHANOL. PROBABLE LETHAL ORAL DOSE FOR ADULT IS 8 OZ (240 ML), BUT AS LITTLE AS 20 ML IN WATER CAN PRODUCE SYMPTOMS.

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. III-271


A single lethal dose for a human is about 250 mL, although as little as 100 mL can be fatal.

Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 2149


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Solvents

Liquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar. (Grant and Hackh's Chemical Dictionary, 5th ed) (See all compounds classified as Solvents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cell-mediated Immunity [PE]; Increased Histamine Release [PE]; Standardized Chemical Allergen [EPC]; Allergens [CS]
5.3 ATC Code

D - Dermatologicals

D08 - Antiseptics and disinfectants

D08A - Antiseptics and disinfectants

D08AX - Other antiseptics and disinfectants

D08AX05 - Isopropanol


5.4 Absorption, Distribution and Excretion

DISTRIBUTION OF ISOPROPYL ALC ... IN TISSUES OF DOGS 4 HR AFTER ORAL ADMIN OF 90 ML OF ISOPROPYL ALCOHOL WAS DETERMINED ... USING DOGS THAT HAD BEEN GIVEN PROGRESSIVELY INCR AMT OF THE ALCOHOL FOR THE PREVIOUS 59 DAYS. ... CONCENTRATIONS OF ISOPROPYL ALCOHOL FOUND IN THE TISSUES AND BODY FLUIDS DECREASED IN THE FOLLOWING ORDER: BRAIN, URINE, HEART, KIDNEY, AND BLOOD.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4566


Intestinal uptake of isopropanol is rapid; 80% of an oral dose is absorbed within 30 min. Complete absorption occurs within 2 hr ... . Skin absorption is probably relatively small but contributes to toxicity with prolonged contact. ... Isopropanol distribution in body water with an apparent vol of distribution of 0.6-0.7 L/kg. Two hr are required for complete tissue distribution. ... The kidney excretes 20-50% of an absorbed dose unchanged. Alcohol dehydrogenase oxidizes most isopropanol to acetone, which the lung or kidney slowly eliminates. ... Clinically insignificant excretion occurs into the stomach and saliva.

Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 798


ABOUT 47% OF ORAL DOSE OF 720 MG ... WAS EXHALED UNCHANGED OVER 3 HR; LESS THAN 3% ... ELIMINATED IN BREATH AS ACETONE ...

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V15 235 (1977)


DISAPPEARANCE RATE OF ISOPROPYL ALC IN BLOOD IS HALF THAT OF ETHANOL BUT 5 TIMES THAT OF METHANOL.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V15 234 (1977)


For more Absorption, Distribution and Excretion (Complete) data for ISOPROPANOL (12 total), please visit the HSDB record page.


5.5 Metabolism/Metabolites

ISOPROPANOL IS OXIDIZED, MORE SLOWLY THAN ETHANOL OR N-PROPANOL, TO ACETONE, & SOME 10% OF DOSE IS EXCRETED BY RABBITS AS GLUCURONIDE CONJUGATE OF ISOPROPANOL.

Parke, D. V. The Biochemistry of Foreign Compounds. Oxford: Pergamon Press, 1968., p. 214


METABOLISM OF ETHANOL, PROPANOL, ISOPROPANOL, BUTANOL, ISOBUTANOL, SEC-BUTANOL, & TERT-BUTANOL WAS STUDIED AFTER ORAL ADMIN IN RABBITS. BLOOD PH WAS ON THE ACID SIDE WITH PROPANOL, BUTANOL, & ISOBUTANOL, AND ON THE ALKALINE SIDE WITH ISOPROPANOL & SEC-BUTANOL, BUT NO CHANGE WAS OBSERVED WITH ETHANOL & TERT-BUTANOL. BUTANOL & ISOBUTANOL HAD THE LOWEST RATE OF URINARY EXCRETION. ACETALDEHYDE AND ACETIC ACID WERE DETECTED AS THE URINARY METABOLITES OF ETHANOL AND PROPANOL, WHEREAS ISOBUTYRALDEHYDE & ISOVALERIC ACID WERE THE METABOLITES OF ISOBUTANOL.

SAITO M; NICHIDAI IGAKU ZASSHI 34 (8-9): 569-85 (1975)


Alcohol dehydrogenase oxidizes most isopropanol to acetone, which the lung or kidney slowly eliminates. Acetone probably is further metabolized to acetate, formate, and finally carbon dioxide.

Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 798


Liver alcohol dehydrogonase (ADH) is the major enzyme involved in the oxidation of 2-propanol. ADH oxidizes most 2-propanol to acetone. Acetone then is eliminated from the kidney & expired air. It is estimated that 70-90% of ingested 2-propanol is metabolized to acetone. Acetone is probably further metabolized to acetate, formate & finally carbon dioxide. Conversion of acetone to acetic acid & formic acid may cause acidosis. Metabolism of 2-propanol leads to a shift in NAD/NADH ratio which may cause hypoglycemia.

Snyder, R. (ed.). Ethel Browning's Toxicity and Metabolism of Industrial Solvents. Second Edition. Volume 3 Alcohols and Esters. New York, NY: Elsevier, 1992., p. 33


The metabolism of isopropanol is via oxidation by aldehyde dehydrogenase (ADH) to acetone. In common with other alpha-substituted (secondary) alcohols, isopropanol is a relatively poor substrate for ADH. The primary metabolite, acetone, is eliminated in the expired air and in the urine and also undergoes further oxidation to acetate, formate and ultimately CO2.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V71 1030 (1999)


2-propanol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-propan-2-yloxyoxane-2-carboxylic acid.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.6 Biological Half-Life

Whole body: 6 hours; whole body for acetone, a metabolite: 22 hours; [TDR, p. 781]

TDR - Ryan RP, Terry CE, Leffingwell SS (eds). Toxicology Desk Reference: The Toxic Exposure and Medical Monitoring Index, 5th Ed. Washington DC: Taylor & Francis, 1999., p. 781


... 1 G/KG WAS INJECTED IV OR INTRAPERITONEALLY IN DOGS AND RATS & PLASMA LEVELS OF ISOPROPYL ALCOHOL & ITS METABOLITE, ACETONE, WERE DETERMINED ... AT INTERVALS. THE MAXIMUM CONCN OF ACETONE WAS 12.4 MMOLES 9 HR AFTER INJECTION ... IN DOGS & 12.0 MMOLES 5 HR AFTER INJECTION IN RATS. ... THE HALF TIME FOR THE ELIMINATION OF ISOPROPYL ALCOHOL BY THE DOG & RAT IS 4 & 2 HR, RESPECTIVELY, & OF ACETONE 11 AND 5/HR.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4567


In two intoxicated chronic alcoholics, isopropanol elimination exhibited first order kinetics with a half-life of 2.5-3.2 hr. The elimination half-life of ... acetone was more prolonged.

Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 799


/In/ inhalation of 70% isopropyl alcohol by a neonate ... the isopropyl alcohol elimination half-life was 9.6 hr.

Ellenhorn, M.J., S. Schonwald, G. Ordog, J. Wasserberger. Ellenhorn's Medical Toxicology: Diagnosis and Treatment of Human Poisoning. 2nd ed. Baltimore, MD: Williams and Wilkins, 1997., p. 1148


In adults, the elimination half life ranges from 2.9 to 16.2 hours and this is shorter in alcoholics. Values observed in children poisoned with isopropanol fall within this range.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V71 1030 (1999)


API Reference Price

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27-Jan-2021
31-Aug-2024
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