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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
Molecular Weight:
367.39
MDL Number:
MFCD00074872
MOL File:
15503-86-3.mol
MSDS File:
SDS
Last updated:2023-05-15 10:43:14

isatidine Properties

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)
FDA UNII 51819GRV4U
IARC 3 (Vol. 10, Sup 7) 1987
EPA Substance Registry System Isatidine (15503-86-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS06
Signal word  Danger
Hazard statements  H373-H300
Precautionary statements  P260-P314-P501-P264-P270-P301+P310-P321-P330-P405-P501
RIDADR  1544
HazardClass  6.1(a)
PackingGroup  II

isatidine price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL82630 Retrorsine N-oxide phyproof? Reference Substance 15503-86-3 10MG $629 2024-03-01 Buy
TRC R279005 RetrorsineN-Oxide 15503-86-3 25mg $1135 2021-12-16 Buy
Medical Isotopes, Inc. 48572 RetrorsineN-Oxide 15503-86-3 25mg $2200 2021-12-16 Buy
Arctom CFN00408 Isatidine ≥98% 15503-86-3 5mg $468 2021-12-16 Buy
Product number Packaging Price Buy
PHL82630 10MG $629 Buy
R279005 25mg $1135 Buy
48572 25mg $2200 Buy
CFN00408 5mg $468 Buy

isatidine Chemical Properties,Uses,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

isatidine Suppliers

Global( 26)Suppliers
Supplier Tel Email Country ProdList Advantage
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Chengdu Peter-like Biotechnology Co., Ltd. 028-81700200 18108052721 2850505130@qq.com China 5182 58
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