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isatidine

Product Name
isatidine
CAS No.
15503-86-3
Chemical Name
isatidine
Synonyms
isatidine;Retrorsin-N-oxid;RETRORSINE-N-OXIDE;12,18-Dihydroxysenecionane-11,16-dione 4-oxide;12,18-Dihydroxy-11,16-dioxosenecionane 4-oxide;[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 12-oxide, (3Z,5R,6S,14aR,14bR)-
CBNumber
CB31306005
Molecular Formula
C18H25NO7
Formula Weight
367.39
MOL File
15503-86-3.mol
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isatidine Property

Melting point:
145°C
Boiling point:
497.95°C (rough estimate)
Density 
1.3204 (rough estimate)
refractive index 
1.5100 (estimate)
pka
11.96±0.40(Predicted)
IARC
3 (Vol. 10, Sup 7) 1987
EPA Substance Registry System
Isatidine (15503-86-3)
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Safety

RIDADR 
1544
HazardClass 
6.1(a)
PackingGroup 
II
Hazardous Substances Data
15503-86-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P314Get medical advice/attention if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL82630
Product name
Retrorsine N-oxide
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$629
Updated
2024/03/01
TRC
Product number
R279005
Product name
RetrorsineN-Oxide
Packaging
25mg
Price
$1135
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
48572
Product name
RetrorsineN-Oxide
Packaging
25mg
Price
$2200
Updated
2021/12/16
Arctom
Product number
CFN00408
Product name
Isatidine
Purity
≥98%
Packaging
5mg
Price
$468
Updated
2021/12/16
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isatidine Chemical Properties,Usage,Production

Description

This hepatotoxic alkaloid occurs in certain Senecio species and was first isolated from S. isatideus D.C. It occurs abundantly in S. retrorsus D.C. and S. scleratus Schw. The alkaloid crystallizes in rhombic prisms as the dihydrate and has [α]27D . 8.25° (H 20). It is soluble in MeOH, hot EtOH and hot H20 but virtually insoluble in Et 20, Me2CO or CHCl 3. On reduction it absorbs 4 molecules of H2 to give hexahydrodeoxyisatidine which melts at l15-l20°C and then remelts at l83-4°C following an intermediate solidification. This compound gives a hydrochloride, m.p. 218°C (dec.); [α]20D - 52.5° (H20) and may be hydrolyzed with Ba(OHh to give a basic product, tetrahydroisatinecine, CSH1703N, m.p. l74.5°C; [α]20D - 88° (H 20). The alkaloid itself, on hydrolysis with Ba(OHh yields isatinecine and two acid products, isatinecic acid and the monolactone, the latter almost certainly being formed by the action of the base upon the acid.

Uses

Retrorsine N-oxide-D4 is a labelled analogue of Retrorsine N-oxide (R279005). Retrorsine N-oxide is a pyrrolizidine alkaloid that is naturally found in Senecio isatideus, a flowering plant that is native to the Netherlands. Retrorsine N-oxide is also known to raise blood pressure and can induce abnormal changes in the liver if ingested by animals or humans.

Definition

ChEBI: Isatidine is a citraconoyl group.

Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic by intravenous route. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also ESTERS.

References

Blackie., Pharrn. J., 138, 102 (1937) de Waal., Onderstepoort J., 12, 155 (1939) de Waal., Nature, 146, 777 (1940) de Waal., Pretorius., OnderstepoortJ., 17,181 (1941) Leisegang, Warren., J. Chern. Soc., 702 (1950)

isatidine Preparation Products And Raw materials

Raw materials

Preparation Products

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isatidine Suppliers

China 19 France 1 India 2 United States 4 Global 26
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
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Wuhan ChemFaces Biochemical Co., Ltd.
Tel
18607101326 15172504745
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+86-27-84254680
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China
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Biyu Biotechnology (Shanghai) Co., ltd
Tel
021-26018599
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China
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270
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Shenzhen Regent Biochemical Technology Co., Ltd.
Tel
0755-0755-85201366 18938635012
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0755-85201366
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Nanjing Digger Medical Technology Co. Ltd.
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025-025-51191215 18013836722
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025-51191215
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
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+86-400-002-6226 13028896684
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Chengdu Peter-like Biotechnology Co., Ltd.
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028-81700200 18108052721
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Shaanxi Pioneer Biotech Co., Ltd .
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Sichuan BioCrick Biotech Co., Ltd
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ShangHai Anpel Co, Ltd.
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Energy Chemical
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TCI (Shanghai) Chemical Trading Co., Ltd.
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Naturewill Biotechnology Co., Ltd.
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  • isatidine
  • RETRORSINE-N-OXIDE
  • 12,18-Dihydroxy-11,16-dioxosenecionane 4-oxide
  • 12,18-Dihydroxysenecionane-11,16-dione 4-oxide
  • Retrorsin-N-oxid
  • [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, 12-oxide, (3Z,5R,6S,14aR,14bR)-
  • 15503-86-3
  • 15505-86-3