Tìm theo
Norethindrone
Các tên gọi khác (45 ) :
  • (17alpha)-17-Ethynyl-17-hydroxyestra-4,8(14),9-trien-3-one
  • 17-alpha-Ethynyl-17-hydroxy-4-estren-3-one
  • 17-alpha-Ethynyl-19-norandrost-4-en-17-beta-ol-3-one
  • 17-alpha-Ethynyl-19-nortestosterone
  • 17-alpha-Ethynyl-4-estren-17-ol-3-one
  • 17-beta-Hydroxy-19-norpregn-4-en-20-yn-3-one
  • 17-Hydroxy-19-nor-17-alpha-pregn-4-en-20-yn-3-one
  • 17-Hydroxy-19-nor-17alpha-pregn-4-en-20-yn-3-one
  • 17alpha-Ethinyl-19-nortestosterone
  • 17alpha-Ethinylestra-4-en-17beta-ol-3-one
  • 17alpha-Ethynyl-17-hydroxy-4-estren-3-one
  • 17alpha-Ethynyl-17beta-hydroxy-19-norandrost-4-en-3-one
  • 17alpha-Ethynyl-19-nor-4-androsten-17beta-ol-3-one
  • 17alpha-Ethynyl-19-norandrost-4-en-17beta-ol-3-one
  • 17alpha-Ethynyl-19-nortestosterone
  • 17alpha-Ethynyl-4-estren-17-ol-3-one
  • 17beta-Hydroxy-19-norpregn-4-en-20-yn-3-one
  • 17α-ethinyl-19-nortestosterone
  • 19-Nor-17-alpha-ethynyl-17-beta-hydroxy-4-androsten-3-one
  • 19-Nor-17-alpha-ethynylandrosten-17-beta-ol-3-one
  • 19-Nor-17-alpha-ethynyltestosterone
  • 19-Nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one
  • 19-Nor-17alpha-ethynylandrosten-17beta-ol-3-one
  • 19-Nor-17alpha-ethynyltestosterone
  • 19-nor-17α-ethynyltestosterone
  • 19-Nor-ethindrone
  • 19-Norethisterone
  • 4-Estren-17alpha-ethynyl-17beta-ol-3-one
  • Camila
  • Conludag
  • Micronor
  • Micronovum
  • Mini-PE
  • Mini-pill
  • Norcolut
  • Norethindrone
  • Norethisteron
  • Norethisterone
  • Norethisteronum
  • Noretisterona
  • Noriday
  • Norluten
  • Norlutin
  • Primolut-N
  • Utovlan
contraceptives oral synthetic
Thuốc Gốc
Small Molecule
CAS: 68-22-4
ATC: G03AC01
ĐG : A-S Medication Solutions LLC , http://orders.a-smeds.com
CTHH: C20H26O2
PTK: 298.4192
A synthetic progestational hormone with actions similar to those of progesterone but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H26O2
Phân tử khối
298.4192
Monoisotopic mass
298.193280076
InChI
InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
InChI Key
InChIKey=VIKNJXKGJWUCNN-XGXHKTLJSA-N
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
Traditional IUPAC Name
norethindrone
SMILES
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
Độ tan chảy
203.5 °C
Độ hòa tan
7.04 mg/L (at 25 °C)
logP
2.97
logS
-4.57
pKa (strongest acidic)
17.59
pKa (Strongest Basic)
-1.7
PSA
37.3 Å2
Refractivity
87.42 m3·mol-1
Polarizability
34.71 Å3
Rotatable Bond Count
0
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Norethindrone is a synthetic oral progestin. It is used for contraception or to treat such conditions as secondary amenorrhea, abnormal uterine bleeding, and endometriosis. As an oral contraceptive, norethindrone is available as either a single agent or in combination with an estrogen. Norethindrone acetate induces secretory changes in an estrogen-primed endometrium. On a weight basis, it is twice as potent as norethindrone.
Cơ Chế Tác Dụng : A synthetic progestational hormone with actions similar to those of progesterone but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception. [PubChem] Progestins diffuse freely into target cells and bind to the progesterone receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Once bound to the receptor, progestins slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH surge.
Dược Động Học :
▧ Absorption :
Norethindrone acetate is completely and rapidly deacetylated to norethindrone (NET) after oral administration, and the disposition of norethindrone acetate is indistinguishable from that of orally administered norethindrone. Norethindrone is rapidly absorbed from norethindrone acetate, in which maximum plasma concentration occur 2 hours post-dose (Tmax). When a single dose is given to healthy women, the Cmax is 26.19 ± 6.19 hours. The AUC (0-inf) is 166.90 ± 56.28 ng/mL*h. Absolute oral bioavailability is approximately 64%. The effect of food on the pharmacokinetics of norethindrone acetate is unknown.
▧ Volume of Distribution :
* 4 L/kg
▧ Protein binding :
Norethindrone is 36% bound to sex hormone-binding globulin and 61% bound to albumin.
▧ Metabolism :
Hepatic. Norethindrone is extensively metabolized, primarily via reduction. It also undergoes sulfate and glucuronide conjugation. The majority of metabolites in the circulation are sulfates, with glucuronides accounting for most of the urinary metabolites.
▧ Route of Elimination :
Norethindrone is excreted in both urine and feces, primarily as metabolites.
▧ Half Life :
8.51 ± 2.19 (when a single dose is given to healthy women)
▧ Clearance :
* 0.4 L/hr/kg [plasma clearance]
Chỉ Định : Norethindrone acetate is indicated for the treatment of secondary amenorrhea, endometriosis, and abnormal uterine bleeding due to hormonal imbalance in the absence of organic pathology, such as submucous fibroids or uterine cancer.
Tương Tác Thuốc :
  • Acitretin Acitretine may cause a loss of contraceptive effect
  • Amobarbital This product may cause a slight decrease of contraceptive effect
  • Aprobarbital This product may cause a slight decrease of contraceptive effect
  • Artemether Artemether may decrease the effectiveness of norethindrone by increasing its metabolism via CYP3A4. Consider an alternate non-hormonal means of contraception during artemether therapy.
  • Bexarotene Bexarotene may decrease the serum concentration of Contraceptives (Progestins). Since bexarotene is teratogenic and can lower serum concentrations of norethindrone, it is advised that women of childbearing potential use two forms of contraception (including at least one non-hormonal form).
  • Bosentan Bosentan may decrease the contraceptive effect of norethindrone. Hormonal contraception should not be relied on alone during concomitant therapy with bosentan.
  • Butabarbital This product may cause a slight decrease of contraceptive effect
  • Butalbital This product may cause a slight decrease of contraceptive effect
  • Butethal This product may cause a slight decrease of contraceptive effect
  • Carbamazepine This product may cause a slight decrease of contraceptive effect
  • Colesevelam Bile Acid Sequestrants may decrease the serum concentration of Contraceptives (Progestins). Administer oral progestin-containing contraceptives at least 1-4 hours prior to or 4-6 hours after administration of a bile acid sequestrant. Consider alternatives in order to avoid this combination when possible, due to the risk for impaired contraceptive effectiveness.
  • Ethotoin This product may cause a slight decrease of contraceptive effect
  • Fosphenytoin This product may cause a slight decrease of contraceptive effect
  • Griseofulvin This product may cause a slight decrease of contraceptive effect
  • Heptabarbital This product may cause a slight decrease of contraceptive effect
  • Hexobarbital This product may cause a slight decrease of contraceptive effect
  • Lamotrigine The oral contraceptive decreases the effect of lamotrigine
  • Mephenytoin This product may cause a slight decrease of contraceptive effect
  • Methohexital This product may cause a slight decrease of contraceptive effect
  • Methylphenobarbital This product may cause a slight decrease of contraceptive effect
  • Pentobarbital This product may cause a slight decrease of contraceptive effect
  • Phenobarbital This product may cause a slight decrease of contraceptive effect
  • Phenytoin This product may cause a slight decrease of contraceptive effect
  • Pioglitazone Possible loss of contraceptive effect
  • Primidone This product may cause a slight decrease of contraceptive effect
  • Rifabutin Rifabutin may decrease the contraceptive effect of norethindrone. Hormonal contraception should not be solely relied on alone during concomitant therapy with rifabutin.
  • Rifampicin This product may cause a slight decrease of contraceptive effect
  • Rifapentine This product may cause a slight decrease of contraceptive effect
  • Rufinamide Rufinamide decreases plasma concentrations of norethindrone, thus consider therapy modification
  • Secobarbital This product may cause a slight decrease of contraceptive effect
  • St. John's Wort St. John's Wort could reduce the contraceptive effect
  • Talbutal This product may cause a slight decrease of contraceptive effect
  • Thiopental Thiopental may decrease the effect of Norethindrone. Contraceptive failure may occur. Alternative nonhomomonal contraception should be used during concomitant therapy.
  • Tizanidine The contraceptive increases the effect of tizanidine
  • Tretinoin Oral Tretinoin may decrease the effect of oral contraceptive, Norethindrone. An alternate form of contraception should be used during concomitant therapy.
  • Troglitazone Possible loss of contraceptive effect
  • Warfarin Norethindrone may alter the anticoagulant effect of warfarin. Concomitant therapy should be avoided. Monitor for changes in coagulation status if norethindrone is initiated, discontinued or dose changed.
Liều Lượng & Cách Dùng : Tablet - Oral - 0.35 mg, 5 mg
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Aygestin
  • Công ty :
    Sản phẩm biệt dược : Camila
  • Công ty :
    Sản phẩm biệt dược : Errin
  • Công ty :
    Sản phẩm biệt dược : HEATHER
  • Công ty :
    Sản phẩm biệt dược : Jencycla
  • Công ty :
    Sản phẩm biệt dược : Jolivette
  • Công ty :
    Sản phẩm biệt dược : LYZA
  • Công ty :
    Sản phẩm biệt dược : Micronor
  • Công ty :
    Sản phẩm biệt dược : NORLYROC
  • Công ty :
    Sản phẩm biệt dược : Primolut-N
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00717
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6230
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504816
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C05028
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00182
ChemSpider
http://www.chemspider.com/Chemical-Structure.5994.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0062-1411-16
PharmGKB
http://www.pharmgkb.org/drug/PA450651
Wikipedia
http://en.wikipedia.org/wiki/Norethindrone
RxList
http://www.rxlist.com/cgi/generic2/norethin.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/ayg1666.shtml
Drugs.com
http://www.drugs.com/cdi/norethindrone.html
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