isatidine

isatidine Structure
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
MOL File:
15503-86-3.mol
MSDS File:
SDS
Modify Date:
2023/5/15 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)
IARC 3 (Vol. 10, Sup 7) 1987
EPA Substance Registry System Isatidine (15503-86-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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 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.

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( 27)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Shaanxi Pioneer Biotech Co., Ltd . +8613259417953 China 3000 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 United States 19973 58 Inquiry
Shanghai Beiwanta Biotechnology Co., Ltd. 021-67187366 19901745723 China 9247 58 Inquiry
Chengdu Peter-like Biotechnology Co., Ltd. 028-81700200 18108052721 China 5182 58 Inquiry
Shanghai Moqi Biological Technology Co., LTD 021-38218169 13341702378 China 9117 58 Inquiry
Naturewill Biotechnology Co., Ltd. 18113192475 18113192475 China 5000 58 Inquiry
Nanjing Digger Medical Technology Co. Ltd. 025-025-51191215 18013836722 China 4933 58 Inquiry
ShangHai Anpel Co, Ltd. 18501792038; 18501792038 China 9614 58 Inquiry
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