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Chemistry

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Also known as: Nurtec odt, Rimegepant sulfate [usan], 1374024-48-2, 1383nm3q0h, Rimegepant sulfate (usan), 1-piperidinecarboxylic acid, 4-(2,3-dihydro-2-oxo-1h-imidazo(4,5-b)pyridin-1-yl)-, (5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta(b)pyridin-9-yl ester, sulfate, hydrate (2:1:3)
Molecular Formula
C56H64F4N12O13S
Molecular Weight
1221.2  g/mol
InChI Key
SOGUOEZRYKUOHR-CQZKMDJHSA-N
FDA UNII
1383NM3Q0H

Rimegepant Sulfate
1 2D Structure

Rimegepant Sulfate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl] 4-(2-oxo-3H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate;sulfuric acid;trihydrate
2.1.2 InChI
InChI=1S/2C28H28F2N6O3.H2O4S.3H2O/c2*29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37;1-5(2,3)4;;;/h2*1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37);(H2,1,2,3,4);3*1H2/t2*18-,22+,24-;;;;/m00..../s1
2.1.3 InChI Key
SOGUOEZRYKUOHR-CQZKMDJHSA-N
2.1.4 Canonical SMILES
C1CC(C2=C(C=CC=N2)C(C1C3=C(C(=CC=C3)F)F)N)OC(=O)N4CCC(CC4)N5C6=C(NC5=O)N=CC=C6.C1CC(C2=C(C=CC=N2)C(C1C3=C(C(=CC=C3)F)F)N)OC(=O)N4CCC(CC4)N5C6=C(NC5=O)N=CC=C6.O.O.O.OS(=O)(=O)O
2.1.5 Isomeric SMILES
C1C[C@H](C2=C(C=CC=N2)[C@H]([C@@H]1C3=C(C(=CC=C3)F)F)N)OC(=O)N4CCC(CC4)N5C6=C(NC5=O)N=CC=C6.C1C[C@H](C2=C(C=CC=N2)[C@H]([C@@H]1C3=C(C(=CC=C3)F)F)N)OC(=O)N4CCC(CC4)N5C6=C(NC5=O)N=CC=C6.O.O.O.OS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
1383NM3Q0H
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta(b)pyridin-9-yl 4-(2-oxo-2,3-dihydro-1h-imidazo(4,5-b)pyridin-1-yl)piperidine-1-carboxylate

2. Bms-927711

3. Nurtec Odt

4. Rimegepant

2.3.2 Depositor-Supplied Synonyms

1. Nurtec Odt

2. Rimegepant Sulfate [usan]

3. 1374024-48-2

4. 1383nm3q0h

5. Rimegepant Sulfate (usan)

6. 1-piperidinecarboxylic Acid, 4-(2,3-dihydro-2-oxo-1h-imidazo(4,5-b)pyridin-1-yl)-, (5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta(b)pyridin-9-yl Ester, Sulfate, Hydrate (2:1:3)

7. Di((5s,6s,9r)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5h-cyclohepta(b)pyridin-9-yl 4-(2-oxo-2,3-dihydro-1h-imidazo(4,5-b)pyridin-1-yl)piperidine-1-carboxylate), Monosulfate, Trihydrate

8. Unii-1383nm3q0h

9. Nurtec Odt (tn)

10. Rimegepant Sulfate Dihydrate

11. Chembl2364629

12. Dtxsid60160174

13. Rimegepant Sulfate [who-dd]

14. Rimegepant Sulfate [orange Book]

15. Rimegepant Hemisulfate Sesquihydrate

16. D10663

17. Rimegepant Hemisulfate Sesquihydrate [mi]

18. Q27251488

2.4 Create Date
2013-07-08
3 Chemical and Physical Properties
Molecular Weight 1221.2 g/mol
Molecular Formula C56H64F4N12O13S
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count23
Rotatable Bond Count8
Exact Mass1220.43726396 g/mol
Monoisotopic Mass1220.43726396 g/mol
Topological Polar Surface Area313 Ų
Heavy Atom Count86
Formal Charge0
Complexity973
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count6
4 Pharmacology and Biochemistry
4.1 FDA Pharmacological Classification
4.1.1 Pharmacological Classes
Calcitonin Gene-related Peptide Receptor Antagonists [MoA]; Calcitonin Gene-related Peptide Receptor Antagonist [EPC]

API SUPPLIERS

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Moehs Iberica

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Jinan Tantu Chemicals

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Medichem S.A

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Porton Pharma Solutions

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API Reference Price

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15-Mar-2023
29-Nov-2024
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Drugs in Development

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Details:

Vydura (also known as Rimegepant) is an oral lyophilisate and is the first calcitonin gene-related peptide (CGRP) receptor antagonist migraine therapy to be accepted by the SMC.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Vydura

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Biohaven Pharmaceuticals

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable May 10, 2023

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01

Pfizer Inc

U.S.A
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Antibody Engineering
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Pfizer Inc

U.S.A
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Antibody Engineering
Not Confirmed

Details : Vydura (also known as Rimegepant) is an oral lyophilisate and is the first calcitonin gene-related peptide (CGRP) receptor antagonist migraine therapy to be accepted by the SMC.

Brand Name : Vydura

Molecule Type : Small molecule

Upfront Cash : Not Applicable

May 10, 2023

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Details:

The acquisition brings to Pfizer a portfolio of promising calcitonin gene-related peptide (CGRP) receptor antagonists including NURTEC® ODT (rimegepant), to address needs of millions of migraine patients worldwide.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Nurtec ODT

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Pfizer Inc

Deal Size: $11,600.0 million Upfront Cash: $11,600.0 million

Deal Type: Acquisition October 03, 2022

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02

Antibody Engineering
Not Confirmed
Antibody Engineering
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Details : The acquisition brings to Pfizer a portfolio of promising calcitonin gene-related peptide (CGRP) receptor antagonists including NURTEC® ODT (rimegepant), to address needs of millions of migraine patients worldwide.

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : $11,600.0 million

October 03, 2022

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Details:

Results from long-term studies of Nurtec ODT (Rimegepant Sulfate) as a preventive and acute treatment of migraine showed more than 80% of patients achieved ≥50% reduction in moderate or severe monthly migraine days and approximately half experienced a 100% reduction.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Nurtec ODT

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable June 09, 2022

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03

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : Results from long-term studies of Nurtec ODT (Rimegepant Sulfate) as a preventive and acute treatment of migraine showed more than 80% of patients achieved ≥50% reduction in moderate or severe monthly migraine days and approximately half experienced a ...

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

June 09, 2022

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Details:

Pfizer will acquire Biohaven, the maker of NURTEC® ODT (rimegepant sulfate). Pfizer will commercialize NURTEC® ODT, an innovative compound for the prevention and acute treatment of migraine.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Nurtec ODT

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Pfizer Inc

Deal Size: $11,600.0 million Upfront Cash: $11,600.0 million

Deal Type: Acquisition May 10, 2022

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04

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : Pfizer will acquire Biohaven, the maker of NURTEC® ODT (rimegepant sulfate). Pfizer will commercialize NURTEC® ODT, an innovative compound for the prevention and acute treatment of migraine.

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : $11,600.0 million

May 10, 2022

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Details:

Results from the Phase 3 study published in Lancet demonstrated that a single dose of rimegepant provided superior pain reduction and associated symptoms of migraine at two hours compared to placebo.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Nurtec ODT

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Pfizer Inc

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 27, 2022

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05

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : Results from the Phase 3 study published in Lancet demonstrated that a single dose of rimegepant provided superior pain reduction and associated symptoms of migraine at two hours compared to placebo.

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 27, 2022

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Details:

Results demonstrate a clinically meaningful reduction in opioid use of Nurtec® ODT (rimegepant) for patient population and may be of benefit to those reliant on opioids to manage their disease, thereby alleviating potential negative consequences of opioid use.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Nurtec ODT

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 07, 2022

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06

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : Results demonstrate a clinically meaningful reduction in opioid use of Nurtec® ODT (rimegepant) for patient population and may be of benefit to those reliant on opioids to manage their disease, thereby alleviating potential negative consequences of opio...

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 07, 2022

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Details:

The results of the study showed that the excretion of Nurtec (rimegepant), a calcitonin gene-related peptide (CGRP) receptor antagonist, into human milk is very low and rimegepant was safe and well tolerated by lactating women.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Nurtec ODT

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable April 01, 2022

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07

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : The results of the study showed that the excretion of Nurtec (rimegepant), a calcitonin gene-related peptide (CGRP) receptor antagonist, into human milk is very low and rimegepant was safe and well tolerated by lactating women.

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

April 01, 2022

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Details:

The CHMP of the EMA adopted a positive opinion for rimegepant, a CGRP receptor antagonist and, will now be reviewed by the European Commission, whose EU trade name will be VYDURA and it will be valid in all 27 EU member states for the treatment of migraine.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: Vydura

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Pfizer Inc

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 25, 2022

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08

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : The CHMP of the EMA adopted a positive opinion for rimegepant, a CGRP receptor antagonist and, will now be reviewed by the European Commission, whose EU trade name will be VYDURA and it will be valid in all 27 EU member states for the treatment of migrai...

Brand Name : Vydura

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 25, 2022

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Details:

Nurtec ODT, oral calcitonin-gene related peptide receptor antagonist currently approved for the acute and preventive treatment of migraine. Prior research has implicated CGRP in pathophysiology of disease and suggested therapeutic benefits of CGRP antagonism.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Otolaryngology (Ear, Nose, Throat) Brand Name: Nurtec ODT

Study Phase: Phase II/ Phase IIIProduct Type: Small molecule

Sponsor: Not Applicable

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 22, 2022

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09

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : Nurtec ODT, oral calcitonin-gene related peptide receptor antagonist currently approved for the acute and preventive treatment of migraine. Prior research has implicated CGRP in pathophysiology of disease and suggested therapeutic benefits of CGRP antago...

Brand Name : Nurtec ODT

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 22, 2022

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Details:

NURTEC ODT (rimegepant) is the first and only calcitonin gene-related peptide (CGRP) receptor antagonist available in a quick-dissolve ODT formulation that is approved by the U.S. Food and Drug Administration (FDA) for the acute treatment of migraine.


Lead Product(s): Rimegepant Sulfate

Therapeutic Area: Neurology Brand Name: BHV-3000

Study Phase: ApprovedProduct Type: Small molecule

Sponsor: Pfizer Inc

Deal Size: Not Applicable Upfront Cash: Not Applicable

Deal Type: Not Applicable February 14, 2022

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10

Antibody Engineering
Not Confirmed
Antibody Engineering
Not Confirmed

Details : NURTEC ODT (rimegepant) is the first and only calcitonin gene-related peptide (CGRP) receptor antagonist available in a quick-dissolve ODT formulation that is approved by the U.S. Food and Drug Administration (FDA) for the acute treatment of migraine.

Brand Name : BHV-3000

Molecule Type : Small molecule

Upfront Cash : Not Applicable

February 14, 2022

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INTERMEDIATES SUPPLIERS

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01

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Virtual BoothJinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.

CAS Number : 1190363-46-2

End Use API : Rimegepant Sulfate

About The Company : Jinan Tantu Chemicals Co., Ltd. operates as a Contract Development and Manufacturing Organization (CDMO) that serves pharmaceutical companies worldwide. Our cor...

Jinan Tantu Chemicals

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  • fda
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  • WHO-GMP

Virtual BoothJinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.

CAS Number : 781649-84-1

End Use API : Rimegepant Sulfate

About The Company : Jinan Tantu Chemicals Co., Ltd. operates as a Contract Development and Manufacturing Organization (CDMO) that serves pharmaceutical companies worldwide. Our cor...

Jinan Tantu Chemicals

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CPHI Middle east
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Virtual BoothPorton Pharma Solutions: Value creation via innovation & discovery through technical platforms.

CAS Number : 781649-84-1

End Use API : Rimegepant Sulfate

About The Company : Porton Pharma Solutions Ltd. was founded in 2005, & the company's stock was successfully listed in Shenzhen Stock Exchange in 2014. Our R&D, manufacturing & ope...

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CPHI Middle east
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  • fda
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Virtual BoothPorton Pharma Solutions: Value creation via innovation & discovery through technical platforms.

CAS Number : 1190363-45-1

End Use API : Rimegepant Sulfate

About The Company : Porton Pharma Solutions Ltd. was founded in 2005, & the company's stock was successfully listed in Shenzhen Stock Exchange in 2014. Our R&D, manufacturing & ope...

Porton Company Banner

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CPHI Middle east
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CPHI Middle east
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CAS Number : CAS-781649-84-1

End Use API : Rimegepant Sulfate

About The Company : Hebi Xinhe Pharmaceutical Co., Ltd. is a subsidiary of Tianjin Zhennuo Pharmaceutical Group Co., Ltd., with a registered capital of CNY 100 million. Located in ...

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06

CPHI Middle east
Not Confirmed
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CPHI Middle east
Not Confirmed
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CAS Number : CAS-1190363-46-2

End Use API : Rimegepant Sulfate

About The Company : Hebi Xinhe Pharmaceutical Co., Ltd. is a subsidiary of Tianjin Zhennuo Pharmaceutical Group Co., Ltd., with a registered capital of CNY 100 million. Located in ...

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07

CPHI Middle east
Not Confirmed
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CPHI Middle east
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CAS Number : 39713-40-1

End Use API : Rimegepant Sulfate

About The Company : Sanpra Synthesis strongly believes that with its expertise and innovative pharmaceutical business background, it is aptly positioned for APIs and intermediates ...

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08

CPHI Middle east
Not Confirmed
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CPHI Middle east
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CAS Number : 605-38-9

End Use API : Rimegepant Sulfate

About The Company : We are one of the well-known manufacturers of key APIs & intermediates in China, with 20 years of experience & presence in 20+ countries. At Boyuan, we are comm...

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09

CPHI Middle east
Not Confirmed
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CPHI Middle east
Not Confirmed
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CAS Number : 39713-36-5

End Use API : Rimegepant Sulfate

About The Company : We are one of the well-known manufacturers of key APIs & intermediates in China, with 20 years of experience & presence in 20+ countries. At Boyuan, we are comm...

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10

CPHI Middle east
Not Confirmed
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CPHI Middle east
Not Confirmed
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CAS Number : 1190363-45-1

End Use API : Rimegepant Sulfate

About The Company : We are one of the well-known manufacturers of key APIs & intermediates in China, with 20 years of experience & presence in 20+ countries. At Boyuan, we are comm...

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