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Chemistry

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Also known as: 79-33-4, L-(+)-lactic acid, (s)-lactic acid, (s)-2-hydroxypropanoic acid, Sarcolactic acid, (s)-2-hydroxypropionic acid
Molecular Formula
C3H6O3
Molecular Weight
90.08  g/mol
InChI Key
JVTAAEKCZFNVCJ-REOHCLBHSA-N
FDA UNII
F9S9FFU82N

L-Lactic Acid
A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed)
1 2D Structure

L-Lactic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-hydroxypropanoic acid
2.1.2 InChI
InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1
2.1.3 InChI Key
JVTAAEKCZFNVCJ-REOHCLBHSA-N
2.1.4 Canonical SMILES
CC(C(=O)O)O
2.1.5 Isomeric SMILES
C[C@@H](C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
F9S9FFU82N
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2 Hydroxypropanoic Acid

2. 2 Hydroxypropionic Acid

3. 2-hydroxypropanoic Acid

4. 2-hydroxypropionic Acid

5. Ammonium Lactate

6. D Lactic Acid

7. D-lactic Acid

8. L Lactic Acid

9. Lactate

10. Lactate, Ammonium

11. Lactic Acid

12. Propanoic Acid, 2-hydroxy-, (2r)-

13. Propanoic Acid, 2-hydroxy-, (2s)-

14. Sarcolactic Acid

2.3.2 Depositor-Supplied Synonyms

1. 79-33-4

2. L-(+)-lactic Acid

3. (s)-lactic Acid

4. (s)-2-hydroxypropanoic Acid

5. Sarcolactic Acid

6. (s)-2-hydroxypropionic Acid

7. (2s)-2-hydroxypropanoic Acid

8. (+)-lactic Acid

9. (s)-(+)-lactic Acid

10. Paralactic Acid

11. L(+)-lactic Acid

12. Lactic Acid, L-

13. Espiritin

14. Tisulac

15. Purac

16. (s)-lactate

17. L-lactate

18. Propanoic Acid, 2-hydroxy-, (2s)-

19. Sarcolacticum Acidum

20. L-(+)-alpha-hydroxypropionic Acid

21. Ph 90

22. Propanoic Acid, 2-hydroxy-, (s)-

23. F9s9ffu82n

24. Chebi:422

25. Paramilchsaeure

26. (2s)-2-hydroxypropanoic Acid Homopolymer

27. Fleischmilchsaeure

28. (+)-lactate

29. (s)-milchsaeure

30. Propanoic Acid, 2-hydroxy-, (s)-, Homopolymer

31. Acidum Sarcolacticum

32. Pleo Sanvis

33. Mfcd00064266

34. (s)-2-hydroxypropionsaeure

35. 2-hydroxy-propionic Acid

36. Plla

37. Alpha-hydroxypropanoic Acid

38. Einecs 201-196-2

39. Unii-f9s9ffu82n

40. Brn 1720251

41. 1-hydroxyethane 1-carboxylic Acid

42. L(+)-2-hydroxypropionsaeure

43. L-lacticacid

44. L-milchsaeure

45. (alpha)-lactate

46. L-iactic Acid

47. Lactic Acid Fcc

48. A-hydroxypropanoate

49. A-hydroxypropionate

50. 2op

51. Nchembio867-comp9

52. (alpha)-lactic Acid

53. Alpha-hydroxypropanoate

54. Alpha-hydroxypropionate

55. L-2-hydroxypropanoate

56. A-hydroxypropanoic Acid

57. A-hydroxypropionic Acid

58. L-(+) Lactic Acid

59. L-lactic Acid, 90%

60. (s)-2-hydroxypropanoate

61. (s)-2-hydroxypropionate

62. 1-hydroxyethanecarboxylate

63. L-lactic Acid, Anhydrous

64. L-2-hydroxypropanoic Acid

65. Bmse000208

66. Bmse000818

67. Bmse000979

68. (s)-2-hydroxy-propanoate

69. Ec 201-196-2

70. L-lactic Acid [mi]

71. L-lactic Acid [jan]

72. 4-03-00-00633 (beilstein Handbook Reference)

73. L-(+)-lactic Acid Solution

74. 1-hydroxyethane 1-carboxylate

75. (s)-2-hydroxy-propanoic Acid

76. (s)-2-hydroxy-propionic Acid

77. Chembl330546

78. Gtpl2932

79. L- Lactic Acid (+)

80. (s)-(+)-2-hydroxypropanoate

81. L-(+)-lactic Acid, 80%

82. (s)(+)2 Hydroxypropionic Acid

83. Dtxsid6034689

84. Lactic Acid, L- [ii]

85. Dextrorotatory Lactic Acid

86. (s)(+)-2 Hydroxypropionic Acid

87. L-lactic Acid Solution, 90.0%

88. Sarcolactic Acid [who-dd]

89. L-(+)-lactic Acid 95% Liquid

90. 80% (w/w) Lactic Acid Solution

91. L-(+)-lactic Acid Solution, 1m

92. L-(+)-lactic Acid, >=98%

93. Sarcolacticum Acidum [hpus]

94. (s)-(+)-2-hydroxypropanoic Acid

95. 2-hydroxypropanoic Acid, (s)- #

96. Hy-y0479

97. Zinc4658560

98. S6250

99. Akos025146504

100. Db14475

101. L-lactic Acid, Crystalline, 98.0%+

102. (s)-lactic Acid [ep Monograph]

103. L-(+)-lactic Acid, Analytical Standard

104. Cs-0015266

105. Ft-0773848

106. L0165

107. L-(+)-lactic Acid Solution, ~40% In H2o

108. C00186

109. D71144

110. L-0990

111. L-1000

112. L-(+)-lactic Acid Solution, In H2o, >=85%

113. L-(+)-lactic Acid, Bioxtra, >=98% (titration)

114. L-(+)-lactic Acid, Vetec(tm) Reagent Grade, 86%

115. Q27080955

116. 5e39d33d-2f71-4c24-bc7a-5e6f27e4cf83

117. L-(+)-lactic Acid Solution, 30% In H2o (by Weight)

118. L-(+)-lactic Acid Solution, ~50% (l-lactic Acid In Water)

119. L-(+)-lactic Acid Solution, Purum, ~20% (l-lactic Acid In Water)

120. L+lactic Acid, Free Acid (s)-2-hydroxypropionic Acid, Sarcolactic Acid

121. L-(+)-lactic Acid Solution, Acs Reagent, 85-90% (l-lactic Acid In Water)

122. L-(+)-lactic Acid Solution, Purum P.a., 79-81% (l-lactic Acid In Water, T)

123. L-(+)-lactic Acid Solution, Meets Analytical Specification Of Ph.??eur., Bp, 88-92% Total Acid Basis

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 90.08 g/mol
Molecular Formula C3H6O3
XLogP3-0.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass90.031694049 g/mol
Monoisotopic Mass90.031694049 g/mol
Topological Polar Surface Area57.5 Ų
Heavy Atom Count6
Formal Charge0
Complexity59.1
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Prevention of pregnancy


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Corbion

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USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Corbion

Netherlands

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Purac Bioquimica Sa

Netherlands

USDMF

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Purac Bioquimica Sa

Netherlands
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AES 2024
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GDUFA

DMF Review : Complete

Rev. Date : 2022-09-28

Pay. Date : 2022-09-23

DMF Number : 20726

Submission : 2007-07-26

Status : Active

Type : II

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API Reference Price

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DT.25.08.2023","address":"UNIT NO.514,5TH FLOOR, PALMSPRING","city":"MALAD(W) MUMBAI, MAHARASHTRA.","supplier":"AZELIS","supplierCountry":"THAILAND","foreign_port":"LAEM CHABANG","customer":"KRAEMER & MARTIN PHARMA HANDELS GMBH DE 47804 KREFELD","customerCountry":"INDIA","quantity":"16000.00","actualQuantity":"16000","unit":"KGS","unitRateFc":"1.5","totalValueFC":"24673.5","currency":"USD","unitRateINR":"128","date":"06-Sep-2023","totalValueINR":"2048099.68","totalValueInUsd":"24673.5","indian_port":"JNPT","hs_no":"29181110","bill_no":"7703718","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"THAILAND","selfForZScoreResived":"Pharma Grade","supplierPort":"LAEM CHABANG","supplierAddress":"1 FUSIONOPOLIS LINK #06-6,NEXUS @ ONE-NORTH SINGAPORE 138542SDNF Singapore","customerAddress":"UNIT NO.514,5TH FLOOR, PALMSPRING"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q4","strtotime":1698345000,"product":"DL-LACTIC ACID 88% (40 BOTTLES IN 4 CARTONS)","address":"564\/A\/22, ROAD NO.92","city":"HYDERABAD,ANDHRA PRADESH","supplier":"MITSUYA BOEKI LTD","supplierCountry":"JAPAN","foreign_port":"TOKYO - NARITA","customer":"VIATRIS","customerCountry":"INDIA","quantity":"20.00","actualQuantity":"20","unit":"KGS","unitRateFc":"770","totalValueFC":"15579.6","currency":"USD","unitRateINR":"64834","date":"27-Oct-2023","totalValueINR":"1296680","totalValueInUsd":"15579.6","indian_port":"Bangalore Air","hs_no":"29181190","bill_no":"8502335","productDescription":"API","marketType":"REGULATED MARKET","country":"JAPAN","selfForZScoreResived":"Pharma Grade","supplierPort":"TOKYO - NARITA","supplierAddress":"YAMAGUCHI KOSAN SAKAISUJI BLDG. 2-2-7. KYUTARO-MACHI CHUO-KU, OSAKASDNF Japan","customerAddress":"564\/A\/22, ROAD NO.92"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1704306600,"product":"L-LACTIC ACID FCC 88 PURAC GEN 25 KG UNDER CERTIFICATE NO.AI2023-0066962 DT.25.12.2023","address":"UNIT NO.514,5TH FLOOR, PALMSPRING","city":"MALAD(W) MUMBAI, MAHARASHTRA.","supplier":"AZELIS SINGAPORE PTE LTD","supplierCountry":"THAILAND","foreign_port":"LAEM CHABANG","customer":"KRAEMER & MARTIN PHARMA HANDELS GMBH DE 47804 KREFELD","customerCountry":"INDIA","quantity":"16000.00","actualQuantity":"16000","unit":"KGS","unitRateFc":"1.5","totalValueFC":"24613.4","currency":"USD","unitRateINR":"127.9","date":"04-Jan-2024","totalValueINR":"2045658.56","totalValueInUsd":"24613.4","indian_port":"JNPT","hs_no":"29181110","bill_no":"9521642","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"THAILAND","selfForZScoreResived":"Pharma Grade","supplierPort":"LAEM CHABANG","supplierAddress":"1 FUSIONOPOLIS LINK #06-6,NEXUS @ ONE-NORTH SINGAPORE 138542SDNF Singapore","customerAddress":"UNIT NO.514,5TH FLOOR, PALMSPRING"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1716575400,"product":"DL-LACTIC ACID 88% (80 BOTTLES IN 3 CARTON)","address":"564\/A\/22, ROAD NO.92","city":"HYDERABAD,ANDHRA PRADESH","supplier":"MITSUYA BOEKI LTD","supplierCountry":"JAPAN","foreign_port":"TOKYO - NARITA","customer":"VIATRIS","customerCountry":"INDIA","quantity":"40.00","actualQuantity":"40","unit":"KGS","unitRateFc":"770","totalValueFC":"31168","currency":"USD","unitRateINR":"64949.5","date":"25-May-2024","totalValueINR":"2597980","totalValueInUsd":"31168","indian_port":"Bangalore Air","hs_no":"29181190","bill_no":"3660079","productDescription":"API","marketType":"REGULATED MARKET","country":"JAPAN","selfForZScoreResived":"Pharma Grade","supplierPort":"TOKYO - NARITA","supplierAddress":"YAMAGUCHI KOSAN SAKAISUJI BLDG. 2-2-7. KYUTARO-MACHI CHUO-KU, OSAKA.SDNF Japan","customerAddress":"564\/A\/22, ROAD NO.92"}]
20-Jan-2021
25-May-2024
KGS
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Average Price (USD/KGS)

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Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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Drugs in Development

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Details:

Through the acquisition of Evofem, Aditxt gains access to its first and only FDA-approved hormone-free contraceptive gel, Phexxi (lactic acid, citric acid, and potassium bitartrate).


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Aditxt

Deal Size: Undisclosed Upfront Cash: Undisclosed

Deal Type: Acquisition December 12, 2023

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01

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Through the acquisition of Evofem, Aditxt gains access to its first and only FDA-approved hormone-free contraceptive gel, Phexxi (lactic acid, citric acid, and potassium bitartrate).

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Undisclosed

December 12, 2023

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Details:

Sculptra is the first and original injectable collagen stimulator containing microparticles of unique poly-L-lactic acid (PLLA-SCA) which gradually revitalizes the skin’s structural foundation.


Lead Product(s): L-Lactic Acid,Sodium Carboxymethylcellulose

Therapeutic Area: Dermatology Brand Name: Sculptra

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable March 30, 2023

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02

Galderma

Switzerland
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AES 2024
Not Confirmed

Galderma

Switzerland
arrow
AES 2024
Not Confirmed

Details : Sculptra is the first and original injectable collagen stimulator containing microparticles of unique poly-L-lactic acid (PLLA-SCA) which gradually revitalizes the skin’s structural foundation.

Brand Name : Sculptra

Molecule Type : Small molecule

Upfront Cash : Not Applicable

March 30, 2023

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Details:

Phexxi® (lactic acid, citric acid and potassium bitartrate) vaginal gel provides women an in-the-moment contraceptive that can be easily applied 0-60 minutes before each act of intercourse and works by maintaining the baseline vaginal pH environment.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Infections and Infectious Diseases Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable October 06, 2022

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03

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Phexxi® (lactic acid, citric acid and potassium bitartrate) vaginal gel provides women an in-the-moment contraceptive that can be easily applied 0-60 minutes before each act of intercourse and works by maintaining the baseline vaginal pH environment.

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

October 06, 2022

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Details:

Phexxi (L-lactic Acid) is a hormone-free, woman-controlled contraceptive gel. It works by maintaining vaginal pH in the optimal range of 3.5 to 4.5, which is inhospitable to sperm, as well as certain bacterial and viral pathogens including chlamydia and gonorrhea.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 23, 2022

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04

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Phexxi (L-lactic Acid) is a hormone-free, woman-controlled contraceptive gel. It works by maintaining vaginal pH in the optimal range of 3.5 to 4.5, which is inhospitable to sperm, as well as certain bacterial and viral pathogens including chlamydia and ...

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 23, 2022

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Details:

Phexxi (L-lactic Acid) is an on-demand method of birth control used to prevent pregnancy. Phexxi is not effective when used after sex.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable September 16, 2022

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05

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Phexxi (L-lactic Acid) is an on-demand method of birth control used to prevent pregnancy. Phexxi is not effective when used after sex.

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

September 16, 2022

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Details:

Phexxi® (lactic acid, citric acid and potassium bitartrate), is a hormone-free, on-demand prescription contraceptive vaginal gel. It comes in a box of 12 pre-filled applicators and is applied 0-60 minutes before each act of sex.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Infections and Infectious Diseases Brand Name: Phexxi

Study Phase: Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable August 01, 2022

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06

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Phexxi® (lactic acid, citric acid and potassium bitartrate), is a hormone-free, on-demand prescription contraceptive vaginal gel. It comes in a box of 12 pre-filled applicators and is applied 0-60 minutes before each act of sex.

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

August 01, 2022

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Details:

Phexxi® (lactic acid, citric acid, and potassium bitartrate), is a hormone-free, on-demand prescription contraceptive vaginal gel, an on-demand method of birth control used to prevent pregnancy.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable July 12, 2022

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07

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Phexxi® (lactic acid, citric acid, and potassium bitartrate), is a hormone-free, on-demand prescription contraceptive vaginal gel, an on-demand method of birth control used to prevent pregnancy.

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

July 12, 2022

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Details:

Phexxi's (L-lactic Acid) mechanism of action through vaginal pH modulation results in the immobilization of spermatozoa by maintaining the normally low vaginal pH, even in the presence of semen.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 16, 2022

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08

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Phexxi's (L-lactic Acid) mechanism of action through vaginal pH modulation results in the immobilization of spermatozoa by maintaining the normally low vaginal pH, even in the presence of semen.

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 16, 2022

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Details:

Evofem intends to use the proceeds from the offering for the continuation of commercialization activities related to its commercial product, Phexxi® (lactic acid, citric acid, and potassium bitartrate) vaginal gel, the continuation of its registrational Phase 3 clinical trial.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Piper Sandler & Co.

Deal Size: $26.6 million Upfront Cash: Undisclosed

Deal Type: Public Offering May 20, 2022

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09

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Evofem intends to use the proceeds from the offering for the continuation of commercialization activities related to its commercial product, Phexxi® (lactic acid, citric acid, and potassium bitartrate) vaginal gel, the continuation of its registrational...

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Undisclosed

May 20, 2022

blank

Details:

Evofem intends to use the net proceeds from the offering for the continuation of commercialization activities related to its commercial product, Phexxi® (lactic acid, citric acid, and potassium bitartrate) vaginal gel.


Lead Product(s): L-Lactic Acid,Citric Acid,Potassium Bitartrate

Therapeutic Area: Obstetrics/Gynecology (Women’s Health) Brand Name: Phexxi

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Piper Sandler & Co

Deal Size: Undisclosed Upfront Cash: Undisclosed

Deal Type: Public Offering May 19, 2022

blank

10

AES 2024
Not Confirmed
AES 2024
Not Confirmed

Details : Evofem intends to use the net proceeds from the offering for the continuation of commercialization activities related to its commercial product, Phexxi® (lactic acid, citric acid, and potassium bitartrate) vaginal gel.

Brand Name : Phexxi

Molecule Type : Small molecule

Upfront Cash : Undisclosed

May 19, 2022

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