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

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2D Structure
Also known as: Ethenol, Vinyl alcohol, 9002-89-5, Hydroxyethene, Hydroxyethylene, Gohsenol
Molecular Formula
C2H4O
Molecular Weight
44.05  g/mol
InChI Key
IMROMDMJAWUWLK-UHFFFAOYSA-N

A polymer prepared from polyvinyl acetates by replacement of the acetate groups with hydroxyl groups. It is used as a pharmaceutic aid and ophthalmic lubricant as well as in the manufacture of surface coatings artificial sponges, cosmetics, and other products.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
ethenol
2.1.2 InChI
InChI=1S/C2H4O/c1-2-3/h2-3H,1H2
2.1.3 InChI Key
IMROMDMJAWUWLK-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C=CO
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Alcohol, Polyvinyl

2. Liquifilm Tears

3. Polyviol

4. Tears, Liquifilm

2.2.2 Depositor-Supplied Synonyms

1. Ethenol

2. Vinyl Alcohol

3. 9002-89-5

4. Hydroxyethene

5. Hydroxyethylene

6. Gohsenol

7. Polyviol

8. Elvanol

9. Mowiol

10. 557-75-5

11. Ethenol, Homopolymer

12. Poly(vinyl Alcohol)

13. Poval

14. Alcotex 17f-h

15. Alkotex

16. Gelvatol

17. Rhodoviol

18. Einecs 209-183-3

19. Vinylalcohol

20. E1203

21. Polydesis

22. Polyvinol

23. Vinalak

24. Vinarol

25. Vinarole

26. Alvyl

27. Covol

28. Lemol

29. Mfcd00081922

30. Gohsenol Gh

31. Lamephil Oj

32. Sloviol R

33. Kuralon Vp

34. Vinacol Mh

35. Vinarol Dt

36. Vinarol St

37. Aracet Apv

38. Enbra Ov

39. Gtohsenol Gl 05

40. Polysizer 173

41. Cipoviol W 72

42. Gohsenol Ah 22

43. Gohsenol Gh 17

44. Gohsenol Gh 20

45. Gohsenol Gh 23

46. Gohsenol Gl 03

47. Gohsenol Gl 05

48. Gohsenol Gl 08

49. Gohsenol Gm 14

50. Gohsenol Gm 14l

51. Gohsenol Gm 94

52. Gohsenol Kh 17

53. Gohsenol Mg 14

54. Gohsenol Nh 05

55. Gohsenol Nh 17

56. Gohsenol Nh 18

57. Gohsenol Nh 20

58. Gohsenol Nh 26

59. Gohsenol Nl 05

60. Gohsenol Nm 14

61. Vinavilol 2-98

62. Elvanol T 25

63. Gosenol Kh-17

64. Sumitex H 10

65. Gelvatol 1-30

66. Gelvatol 1-60

67. Gelvatol 1-90

68. Gelvatol 2060

69. Gelvatol 2090

70. Gelvatol 3-91

71. Gohsenol N 300

72. Gohsenol Nm 114

73. Kurare Poval 120

74. Kurare 217

75. Rhodoviol 4/125

76. Elvanol 5105

77. Gelvatol 20-30

78. Kurare Pva 205

79. Rhodoviol 4-125p

80. Kurare Poval 1700

81. Lemol Gf-60

82. Poval 205s

83. Poval 217s

84. Poval C 17

85. Elvanol 51-05g

86. Elvanol 52-22g

87. Elvanol 73125g

88. Alcotex 88/05

89. Alcotex 88/10

90. Alcotex 99/10

91. Covol 971

92. Elvanol 50-42

93. Elvanol 52-22

94. Elvanol 70-05

95. Elvanol 71-30

96. Elvanol 90-50

97. Mowiol 4-88

98. Poval 117

99. Poval 120

100. Poval 203

101. Poval 205

102. Poval 217

103. Poval 420

104. Rhodoviol 16/200

105. Vinyl Alcohol, Polymers

106. Elvanol 522-22

107. Mowiol 26-88

108. Polyviol W 28/20

109. Rhodoviol R 16/20

110. Lemol 5-88

111. Lemol 5-98

112. Poval 1700

113. Polyviol Mo 5/140

114. Mowiol N 30-88

115. Mowiol N 50-98

116. Mowiol N 50/88

117. Mowiol N 70-98

118. Lemol 12-88

119. Lemol 16-98

120. Lemol 24-98

121. Lemol 30-98

122. Lemol 51-98

123. Lemol 60-98

124. Lemol 75-98

125. Polyviol M 13/140

126. Polyviol W 25/140

127. Polyviol W 40/140

128. Glo 5

129. Pvs 4

130. Polyvinylalcohol

131. Vinol

132. Pva 008

133. Gh 20

134. Gl 02

135. Gl 03

136. Gm 14

137. Nh 18

138. Nm 11

139. Nm 14

140. Pval 45/02

141. Pval 55/12

142. Gohsenol Nl05

143. Warcopolymer A 20

144. Ep 160

145. Vinyl Alcohol Polymer

146. Fh 1500

147. Vinylon Film 2000

148. Vinylon Film 3000

149. Vinol 125

150. Vinol 205

151. Vinol 351

152. Vinol 523

153. Ch2=choh

154. Polyvinylacetate, Hydrolyzed

155. M 13/20

156. Vinylon Film Vf-a 2500

157. Chembl76101

158. Dtxsid8051467

159. Bdbm50473787

160. Nsc108129

161. Vpb 105-2

162. Akos006229012

163. Nsc-108129

164. Ds-002731

165. Ft-0688082

166. Poly(vinyl Alcohol) (fully Hydrolyzed-low M.wt.)

167. Q409591

168. Q27120718

169. Polyvinyl Alcohol, 86-89% Hydrolyzed, Low Molecular Weight

170. Polyvinyl Alcohol, 98-99% Hydrolyzed, Low Molecular Weight

171. Polyvinyl Alcohol, 86-89% Hydrolyzed, Medium Molecular Weight

172. Polyvinyl Alcohol, 87-89% Hydrolyzed, High Molecular Weight

173. Polyvinyl Alcohol, 98-99% Hydrolyzed, High Molecular Weight

174. Polyvinyl Alcohol, 98-99% Hydrolyzed, Medium Molecular Weight

175. Poly(vinyl Alcohol) (fully Hydrolyzed-very Low M.wt.) Mw 7.000-10.000

176. Poly(vinyl Alcohol) N=2,000, (degree Of Saponification Ca. 80mol%)

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 44.05 g/mol
Molecular Formula C2H4O
XLogP30.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass44.026214747 g/mol
Monoisotopic Mass44.026214747 g/mol
Topological Polar Surface Area20.2 Ų
Heavy Atom Count3
Formal Charge0
Complexity10.3
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

For use as a lubricant to prevent further irritation or to relieve dryness of the eye(s).

NIH; DailyMed. Current Medication Information for ARTIFICIAL TEARS- polyvinyl alcohol solution/ drops (Revised: June 2015). Available from, as of November 23, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2ef16864-97cb-4dfe-9461-cba156144c69


4.2 Drug Warning

Do not use if imprinted seal on the bottle neck is broken or missing. Do not use if solution changes color or becomes cloudy. To avoid contamination, do not touch tip of container to any surface. Replace cap after using.

NIH; DailyMed. Current Medication Information for ARTIFICIAL TEARS- polyvinyl alcohol solution/ drops (Revised: June 2015). Available from, as of November 23, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2ef16864-97cb-4dfe-9461-cba156144c69


Stop use and ask a doctor if condition persists or increases discontinue use and consult a veterinarian.

NIH; DailyMed. Current Medication Information for ARTIFICIAL TEARS- polyvinyl alcohol solution/ drops (Revised: June 2015). Available from, as of November 23, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=2ef16864-97cb-4dfe-9461-cba156144c69


4.3 Drug Indication

For use as a lubricant to prevent further irritation or to relieve dryness of the eye(s).


5 Pharmacology and Biochemistry
5.1 Pharmacology

Temporarily relieves burning and irritation due to dryness of the eye or from exposure to wind or sun. Lubricates the eyes and helps protect against further eye irritation/dryness.


5.2 Absorption, Distribution and Excretion

Absorption

Polyvinyl alcohol is poorly absorbed from gastrointestinal tract, and readily eliminated from the body.


Volume of Distribution

This drug does not accumulate in the body when administered orally.


The fate of poly(vinyl alcohol) (PVA, 195,000 g/mol) was studied in rabbits and nude mice after intraperitoneal (i.p.) administration. In-vivo fluorescence imaging using nude mice allowed for studies of tetramethylrhodamine labeled PVA distribution in the body and tracking the urinary excretion. The excreted PVA was studied in detail after collecting the urine of rabbits over a time period of 28 days. The PVA was separated from the urine by dialysis and analyzed by FTIR spectroscopy, (1)H-NMR spectroscopy, and size exclusion chromatography (SEC). Even after extensive dialysis, it was found that the excreted PVA showed a characteristic brownish color. The spectroscopic techniques revealed that this color was caused by the urine pigment (a metabolite of bilirubin) that could not be separated completely from the PVA. SEC showed unambiguously that the PVA with the very high molar mass had a glomerular permeability in the kidneys. Simultaneously, histological studies of the kidneys and the liver demonstrated that the tissues did not show any obvious damage.

PMID:20119945 Jiang Y et al; J Biomed Mater Res B Appl Biomater 93 (1): 275-84 (2010)


Polyvinyl alcohol (PVA) is a polymer with a wide range of molecular weights and uses. Recently, low molecular weight formulations of PVA have been used as components of contraceptive products designed for intravaginal administration in human females. Previous studies in animals have determined that little or no absorption of PVA occurs from the gastrointestinal (GI) tract. However, there is some concern that PVA of lower molecular weights might be absorbed across membranes of the reproductive tract. Consequently, this work has investigated the absorption of low molecular weight PVA across biological membranes of the reproductive and GI tracts of Fischer 344 rats. Oral administration of ten consecutive daily doses of (14)C PVA resulted in little apparent absorption of the dose from the GI tract. In contrast, intravaginal administration of (14)C PVA resulted in increasing concentrations of PVA-derived radioactivity in major tissues following one, three or ten daily doses of the estimated human dose of 3 mg/kg. PVA-derived radioactivity was concentrated mainly in the liver, reaching a peak greater than 1750 ng equivalents/g tissue 24 hours following ten daily doses. Over 300 ng equivalents/g tissue were still present in the liver 30 days following the last dose.

PMID:2340195 Sanders JM, Matthews HB; Hum Exp Toxicol 9 (2): 71-7 (1990)


/Researchers/ report on the distribution of PVA of low (mol. wt 37,000), medium (mol. wt 133,000) and high (mol. wt 195,000) grades following 4 weeks of daily subcutaneous injection of 1 mL of 5% solutions to female Holtzman rats. Polymers of medium and high molecular weights were found in the tissues of the adrenal medulla, spleen, myocardium, liver and kidney. Low molecular weight polymers were not found in any tissues.

DeMerlis CC, Schoneker DR; Food Chem Toxicol 41 (3): 319-26 (2003)


PVA sponges (Ivalon) implanted into guinea pigs or rats appeared to disintegrate or deform, suggestive of phagocytosis by macrophages and giant cells or resorption, but there was no indication of the ultimate fate of the sponges or the cellular PVA. Therefore it would seem that while subcutaneously injected PVA may undergo bioaccumulation and implanted PVA undergo partial resorption, intravenous or orally administered PVA is quickly eliminated.

DeMerlis CC, Schoneker DR; Food Chem Toxicol 41 (3): 319-26 (2003)


For more Absorption, Distribution and Excretion (Complete) data for POLYVINYL ALCOHOL (7 total), please visit the HSDB record page.


5.3 Biological Half-Life

When injected intravenously, polyvinyl alcohol has a half-life of 90 min. Intraocularly, in eye drop form, the half-life is 7.2 minutes.


5.4 Mechanism of Action

As a synthetic resin with hydrophilic properties, it increases the persistence of tear film and therefore lubricates and soothes dry/irritated eyes.


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