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
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)
Safety
- RIDADR
- 1544
- HazardClass
- 6.1(a)
- PackingGroup
- II
- Hazardous Substances Data
- 15503-86-3(Hazardous Substances Data)
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..…
N-Bromosuccinimide Price
- Product number
- PHL82630
- Product name
- Retrorsine N-oxide
- Purity
- phyproof? Reference Substance
- Packaging
- 10MG
- Price
- $629
- Updated
- 2024/03/01
- Product number
- R279005
- Product name
- RetrorsineN-Oxide
- Packaging
- 25mg
- Price
- $1135
- Updated
- 2021/12/16
- Product number
- 48572
- Product name
- RetrorsineN-Oxide
- Packaging
- 25mg
- Price
- $2200
- Updated
- 2021/12/16
- Product number
- CFN00408
- Product name
- Isatidine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $468
- Updated
- 2021/12/16
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)