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Norethindrone

Norethindrone Structure
CAS No.
68-22-4
Chemical Name:
Norethindrone
Synonyms
Elk;ENT;NET;Cek6;Elkh;Hek6;EPB1;EPHB1;EPHT2;EPTH2
CBNumber:
CB0455127
Molecular Formula:
C20H26O2
Molecular Weight:
298.43
MOL File:
68-22-4.mol
MSDS File:
SDS
Modify Date:
2024/6/13 17:03:25

Norethindrone Properties

Melting point 205-206 °C (lit.)
alpha D20 -31.7° (chloroform); D20 -25° (chloroform)
Boiling point 379.83°C (rough estimate)
Density 1.0766 (rough estimate)
refractive index 1.4800 (estimate)
storage temp. 2-8°C
solubility chloroform: ≥50 mg/mL, clear, colorless
pka 13.09±0.40(Predicted)
form powder
color white to off-white
Water Solubility 7.043mg/L(25 ºC)
Merck 6697
BRN 1915671
BCS Class 1
InChIKey VIKNJXKGJWUCNN-XGXHKTLJSA-N
CAS DataBase Reference 68-22-4(CAS DataBase Reference)
NIST Chemistry Reference Norethindrone(68-22-4)
EPA Substance Registry System Norethisterone (68-22-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS09
Signal word  Danger
Hazard statements  H351-H360FD-H362-H410
Precautionary statements  P202-P260-P263-P264-P273-P308+P313
Hazard Codes  Xn
Risk Statements  40-36/37/38-20/21/22
Safety Statements  22-36/37/39-45-37/39-26
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
RTECS  RC8975000
HS Code  29144000
Toxicity LD50 oral in mouse: 6gm/kg
NFPA 704
0
3 0

Norethindrone price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) N4128 19-Norethindrone ≥98%, powder 68-22-4 50MG ₹3788.75 2022-06-14 Buy
Sigma-Aldrich(India) N4128 19-Norethindrone ≥98%, powder 68-22-4 250MG ₹10023.95 2022-06-14 Buy
Sigma-Aldrich(India) SAB4500732 Anti-EPHB1 antibody produced in rabbit affinity isolated antibody 68-22-4 100μG ₹50560.5 2022-06-14 Buy
Sigma-Aldrich(India) N4128 19-Norethindrone ≥98%, powder 68-22-4 1G ₹17742.18 2022-06-14 Buy
Sigma-Aldrich(India) PHR1714 Norethindrone (Norethisterone) Pharmaceutical Secondary Standard; Certified Reference Material 68-22-4 1G ₹23923.25 2022-06-14 Buy
Product number Packaging Price Buy
N4128 50MG ₹3788.75 Buy
N4128 250MG ₹10023.95 Buy
SAB4500732 100μG ₹50560.5 Buy
N4128 1G ₹17742.18 Buy
PHR1714 1G ₹23923.25 Buy

Norethindrone Chemical Properties,Uses,Production

Description

Norethindrone is a progestin (a synthetic substance with properties similar to progesterone) that is best known as the first female oral contraceptive, or the “pill.”Norethindrone’s global impact on society and culture has made it one of the most important inventions in history.

Chemical Properties

Off-White to Pale Yellow Solid

History

The development of norethindrone as a female oral contraceptive took place indirectly over 30 years as a result of steroid research.This research accelerated in the 1930s when structures and medical applications of steroidal compounds were determined.Steroids are lipids, which include cholesterol, bile salts,and sex hormones,that are characterized by a structure of three fused six-carbon rings and a five-carbon ring.
In 1957, both norethindrone and norethynodrel were approved by the Food and Drug Administration (FDA) for treating menstrual problems and infertility. In 1960, the FDA approved Searle's norethynodrel under the trade name Enovid. Norethindrone was approved as an oral contraceptive in 1962 under the trade name Ortho-Novum.

Uses

Progesteron. Norethindrone and acetate in combination with estrogen as contraceptive (oral). It is reasonably anticipated to be a human carcinogen

Definition

ChEBI: A 17beta-hydroxy steroid that is testosterone in which the hydrogen at position 17 is replaced by an ethynyl group and in which the methyl group attached to position 10 is replaced by hydrogen.

Side effects

Some of the more common side effects of Norethindrone include breast tenderness, hair growth, especially on the face; pimples, weight gain, frequent and irregular bleeding; and menstrual changes. Possible side effects may include: blindness, blue-yellow colour blindness, breast pain, tightness in the chest, chills, clay-coloured stools, cough, dark-coloured urine, diarrhoea, difficulty swallowing, headache and dizziness, eye pain, fast heartbeat, feeling sad or empty, fever, general tiredness and weakness, heavy non-menstrual vaginal bleeding, hives, itching or rash, loss of appetite, puffiness or swelling of the eyelids or around the eyes, face, lips, or tongue Swelling; Stomach ache, etc.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Mddly toxic by ingestion. Human systemic effects by ingestion: dermatitis and androgenic effects. Human teratogenic effects: developmental abnormalities of the musculoskeletal system and urogenital system; and behavioral effects in the newborn. Human reproductive effects: spermatogenesis; testes, epididymis, sperm duct changes; impotence; male breast development; other male effects; ovaries, fallopian tube changes; menstrual cycle effects; postpartum effects; changes in female fertility. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Carcinogenicity

Norethisterone is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

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17a-ethynyl-19-nortestosterone 17ALPHA-ETHYNYL-17BETA-HYDROXY-19-NOR-4-ANDROSTEN-3-ONE 17ALPHA-ETHYNYL-19-NORTESTOSTERONE 19-NOR-4-ANDROSTEN-17-ALPHA-ETHYNYL-17-BETA-OL-3-ONE 19-NOR-4-ETHISTERONE 19-NORETHINDRONE 19-NORETHISTERONE 19-NOR-17ALPHA-ETHYNYL-4-ANDROSTEN-17BETA-OL-3-ONE 19-NOR-17ALPHA-ETHYNYLTESTOSTERONE NORLUTIN NORETHISTERONE NORETHINDRONE (17-alpha)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one (17alpha)-19-norpregn-4-en-20-yn-3-on 17-alpha-19-Norpregn-4-en-20-yn-3-one, 17-hydroxy- 17-alpha-ethinyl-17-beta-hydroxy-delta(sup:4)-estren-3-one 17alpha-Ethinyl-17beta-hydroxy-delta(sup:4)-estren-3-one 17-alpha-ethinyl-19-nortestosterone 17alpha-Ethinyl-19-Nortestosterone 17-alpha-ethinylestra-4-en-17-beta-ol-3-one (17α)-17-Hydroxy-19-norpregn-4-en-20-yn-3-one 19-Nor-17α -ethynyl-4-androsten-17β-ol-3-one 17alpha-Ethynyl-19-nortestosterone 19-Nor-17alpha-ethynyltestosterone 17-hydroxy-(8α,17βH)-19-nor-pregn-4-en-20-yn-3-one (8R,9S,10R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-Methyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one EPHB1 Cek6 9330129L11 AW488255 Elk Elkh EPHB1 (591-end), active, GST tagged from mouse EPHT2 Hek6 Anti-EPHB1 antibody produced in rabbit Norethindrone, USP 19-Norpregn-4-en-20-yn-3-one,17-hydroxy-, (17a)- 19-Norpregn-4-en-20-yn-3-one, 17-hydroxy-, (17α)- Norethindrone Solution, 100ppm (8R,9S,10R,13S,14S,17R)-17-ETHYNYL-17-HYDROXY-13-METHYL-1,2,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE 4-ESTREN-17-ALPHA-ETHYNYL-17-BETA-OL-3-ONE 17-HYDROXY-19-NOR-17ALPHA-4-PREGNEN-20-YN-3-ONE 17-hydroxy-19-nor-17a-pregn-4-en-20-yn-3-one 17alpha-Ethinylestra-4-en-17beta-ol-3-one 17-alpha-ethynyl-17-beta-hydroxy-19-norandrost-4-en-3-one 17alpha-Ethynyl-17beta-hydroxy-19-norandrost-4-en-3-one 17-alpha-Ethynyl-17-beta-hydroxy-4-estren-3-one 17-alpha-ethynyl-17-beta-hydroxyestr-4-en-3-one 17alpha-Ethynyl-17beta-hydroxyestr-4-en-3-one 17-alpha-ethynyl-17-hydroxy-4-estren-3-one 17-Hydroxy-17-alpha-19-norpregn-4-en-20-yn-3-one 17-hydroxy-19-nor-17-alpha-pregn-4-en-20-yn-3-on 17-hydroxy-19-nor-17alpha-pregn-4-en-20-yn-3-on 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 19-nor-17alpa-ethynyltestosterone 19-nor-17-alpha-ethynyl-17-beta-hydroxy-4-androsten-3-one 19-nor-17alpha-Ethynyl-17beta-hydroxy-4-androsten-3-one