Clomiphene citrate

SKU: C0696

Category: API's & Intermediates

Synonyms: Clomifene , Omifin , NSC 35770 , 2-(4-[2-Chloro-1,2-diphenylethenyl]phenoxy)-N,N-diethylethanamine , Clomiphene citrate salt; 50-41-9
CAS-Number: C₂₆H₂₈ClNO · C₆H₈O₇
Molecular Formula: 598.08
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: Solid

Properties

Solvents: DMSO, DMF, water (slightly), methanol (slightly), chloroform (slightly)

Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.
Long Term Storage: +4°C
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods
Signal word: Warning
GHS Symbol: GHS08
Precautionary statements: P281
Hazard statements: H361

Description: Clomiphene is a nonsteroidal triphenylethylene derivative. It acts as a selective estrogen receptor modulator (SERM), that impairs the activation of estrogen receptors (ERs) by 17β-estradiol, similar to tamoxifen and raloxifene. It potently binds both ERα and ERβ (Ki = 0.9 and 1.2nM, respectively). Clomiphene enhances the release of gonadotropin-releasing hormone, stimulating the release of follicle-stimulating hormone and luteinizing hormone, culminating in ovulation. Triphenylethylene antiestrogens may also be used as antileukemic drugs which kill cells by apoptosis mediated by oxidative stress and activation of PKC.
References: (1) J.H. Clark & B.M. Markaverich, Pharmacol. Ther. 15, 467 (1981) , (2) E.Y. Adashi, Fertil. Steril. 42, 331 (1984) , (3) E. Kousta, et al., Hum. Reprod. Update 3, 359 (1997) , (4) G.G.J.M. Kuiper, et al., Endocrinology 138, 863 (1997) , (5) T. Hayon, et al., Anticancer Res. 19, 2089 (1999) , (6) S.G. Haskell, South Med. J. 96, 469 (2003) , (7) R. Homburg, Hum. Reprod. 20, 2043 (2005) , (8) M. Amita, et al., Endocrinology 151, 394 (2010)
InChi Key: PYTMYKVIJXPNBD-BTKVJIOYSA-N
Smiles: Cl/C(C1=CC=CC=C1)=C(C2=CC=CC=C2)C3=CC=C(OCCN(CC)CC)C=C3.OC(CC(O)=O)(C(O)=O)CC(O)=O

Clomiphene is a nonsteroidal triphenylethylene derivative. It acts as a selective estrogen receptor modulator (SERM), that impairs the activation of estrogen receptors (ERs) by 17β-estradiol, similar to tamoxifen and raloxifene. It potently binds both ERα and ERβ (Ki = 0.9 and 1.2nM, respectively). Clomiphene enhances the release of gonadotropin-releasing hormone, stimulating the release of follicle-stimulating hormone and luteinizing hormone, culminating in ovulation. Triphenylethylene antiestrogens may also be used as antileukemic drugs which kill cells by apoptosis mediated by oxidative stress and activation of PKC.

SKU: C0696 Category: API's & Intermediates

Additional information

Additional information

Synonyms	Clomifene, Omifin, NSC 35770, 2-(4-[2-Chloro-1,2-diphenylethenyl]phenoxy)-N,N-diethylethanamine, Clomiphene citrate salt
Purity	≥98% (HPLC)
Appearance	Solid
CAS-Number	50-41-9
Molecular Formula	C26H28ClNO · C6H8O7
Molecular Weight	598.08
Identity	1H-NMR
Solvents	DMSO, DMF, water (slightly), methanol (slightly), chloroform (slightly)
Smiles	Cl/C(C1=CC=CC=C1)=C(C2=CC=CC=C2)C3=CC=C(OCCN(CC)CC)C=C3.OC(CC(O)=O)(C(O)=O)CC(O)=O
InChi Key	PYTMYKVIJXPNBD-BTKVJIOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H361
Precautionary statements	P281
GHS Symbol	GHS08
Signal word	Warning
Transportation	Not dangerous goods
References	(1) J.H. Clark & B.M. Markaverich, Pharmacol. Ther. 15, 467 (1981), (2) E.Y. Adashi, Fertil. Steril. 42, 331 (1984), (3) E. Kousta, et al., Hum. Reprod. Update 3, 359 (1997), (4) G.G.J.M. Kuiper, et al., Endocrinology 138, 863 (1997), (5) T. Hayon, et al., Anticancer Res. 19, 2089 (1999), (6) S.G. Haskell, South Med. J. 96, 469 (2003), (7) R. Homburg, Hum. Reprod. 20, 2043 (2005), (8) M. Amita, et al., Endocrinology 151, 394 (2010)
Quantity	1 g, 5 g, Bulk