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노르에티스테론

노르에티스테론
노르에티스테론 구조식 이미지
카스 번호:
68-22-4
한글명:
노르에티스테론
동의어(한글):
노르에티스테론;노레티스테론
상품명:
Norethindrone
동의어(영문):
ENT;NET;Elk;EPB1;Cek6;Elkh;Hek6;EPTH2;EPHB1;EPHT2
CBNumber:
CB0455127
분자식:
C20H26O2
포뮬러 무게:
298.42
MOL 파일:
68-22-4.mol

노르에티스테론 속성

녹는점
205-206 °C(lit.)
끓는 점
379.83°C (rough estimate)
알파
D20 -31.7° (chloroform); D20 -25° (chloroform)
밀도
1.0766 (rough estimate)
굴절률
1.4800 (estimate)
저장 조건
-20°C Freezer
용해도
chloroform: ≥50 mg/mL, clear, colorless
물리적 상태
powder
산도 계수 (pKa)
13.09±0.40(Predicted)
색상
white to off-white
Merck
6697
BRN
1915671
InChIKey
VIKNJXKGJWUCNN-XGXHKTLJSA-N
CAS 데이터베이스
68-22-4(CAS DataBase Reference)
NIST
Norethindrone(68-22-4)
EPA
19-Norpregn-4-en- 20-yn-3-one, 17-hydroxy-, (17.alpha.)-(68-22-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 40-36/37/38-20/21/22
안전지침서 22-36/37/39-45-37/39-26
유엔번호(UN No.) UN 3077 9 / PGIII
WGK 독일 3
RTECS 번호 RC8975000
HS 번호 29144000
유해 물질 데이터 68-22-4(Hazardous Substances Data)
독성 LD50 oral in mouse: 6gm/kg
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
예방조치문구:
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P281 요구되는 개인 보호구를 착용하시오

노르에티스테론 C화학적 특성, 용도, 생산

개요

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.

화학적 성질

Off-White to Pale Yellow Solid

역사

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.

용도

Progestin contraceptives work by producing pregnant-like conditions in a female to preventovulation.During pregnancy, progesterone is released by the placenta during development ofthe fetus.This in turn suppresses development of egg follicles and ovulation. Progestins mimicthis condition and thus prevent or delay ovulation.Oral contraceptives currently use progestinand estrogen in combination to prevent ovulation and thicken cervical mucus.The latter makeit harder for sperm to enter the uterus and for an egg to implant on the uterine wall.

용도

progestogen

용도

A synthetic progestin

용도

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

정의

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.

상표명

Camila (Barr); Errin (Barr); Micronor (OrthoMcNeil); Nor-QD (Watson); Norlutin (Parke-Davis).

일반 설명

Norethindrone, 17α-ethinyl-19-nortestosterone, and itsΔ5(10)-isomer, norethynodrel, might appear at first glance tobe subtle copies of each other. One would predict that theΔ5(10)-double bond would isomerize in the stomach’s acid tothe Δ4-position. However, the two drugs were actually developedsimultaneously and independently; hence, neither can beconsidered a copy of the other. Furthermore, norethindrone isabout 10 times more active than norethynodrel, indicating that isomerization is not as facile in vivo asone might predict. Although they are less active than progesteronewhen given subcutaneously, they have the importantadvantage of being orally active. The discovery of the potentprogestin activity of 17α-ethinyltestosterone (ethisterone) and19-norprogesterone preceded the development of these potentprogestins. Both are orally active, with the 17α-ethinyl groupblocking oxidation to the less active 17-one. The rich electrondensity of the ethinyl group and the absence of the 19-methylgroup greatly enhance progestin activity. Both compoundswere of great importance as progestin components of oralcontraceptives, although currently, use of norethynodrel isminimal. Norethindrone, USP, and norethindrone acetate,USP, are widely used for all the usual indications of the progestins,as well as being components of oral contraceptives.Because these compounds retain key features of the testosteronestructure, including the 17β-OH, it is not surprisingthat they possess some androgenic side effects.

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.

노르에티스테론 준비 용품 및 원자재

원자재

준비 용품


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