Rapamycin (Sirolimus)

Names

[ Name ]:
Rapamycin (Sirolimus)

[Synonym ]:
sila9268a
23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine
AY 22989
EINECS 262-640-9
RAPA
Rapamycin
RPM
RAPAMUNE
MFCD00867594
Sirolimus
Rapamicin

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
973.0±75.0 °C at 760 mmHg

[ Melting Point ]:
183-185°C

[ Molecular Formula ]:
C₅₁H₇₉NO₁₃

[ Molecular Weight ]:
914.172

[ Flash Point ]:
542.3±37.1 °C

[ Exact Mass ]:
913.555115

[ PSA ]:
195.43000

[ LogP ]:
3.54

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.551

[ Storage condition ]:
-20°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VE6250000

CHEMICAL NAME :: Rapamycin

CAS REGISTRY NUMBER :: 53123-88-9

LAST UPDATED :: 199509

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C51-H79-N-O13

MOLECULAR WEIGHT :: 914.31

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 18220 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 597 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 mg/kg/14D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - renal function tests depressed Kidney, Ureter, Bladder - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - mouse Leukocyte

DOSE/DURATION :: 1 mmol/L

REFERENCE :: PAACA3 Proceedings of the American Association for Cancer Research. (Waverly Press, 428 E. Preston St., Baltimore, MD 21202) V.1- 1954- Volume(issue)/page/year: 24,321,1983

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
UN 1648 3 / PGII

[ RTECS ]:
VE6250000

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Ridaforolimus (Deforolimus, MK-8669)
L(-)-Pipecolinic acid
Dimethylphosphinic acid
2-((1R,2R)-1-hydroxy-3-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-2-methylpropyl)-4,6-dimethylphenol
2-((2R)-3-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-1-methoxy-2-methylpropyl)-4,6-dimethylphenol
2-((Z)-3-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-2-methylprop-1-en-1-yl)-4,6-dimethylphenol
2,4-xylenol
1-((1R,3S,4S)-3-hydroxy-4-methoxycyclohexyl)propan-2-one
Temsirolimus (CCI-779)
Temsirolimus Acetonide

Customs

[ HS Code ]: 2942000000

Articles

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Drug Des. Devel. Ther. 9 , 425-64, (2015)

Ovarian cancer is a leading killer of women, and no cure for advanced ovarian cancer is available. Alisertib (ALS), a selective Aurora kinase A (AURKA) inhibitor, has shown potent anticancer effects, ...

Itraconazole suppresses the growth of glioblastoma through induction of autophagy: involvement of abnormal cholesterol trafficking.

Autophagy 10(7) , 1241-55, (2014)

Glioblastoma is one of the most aggressive human cancers with poor prognosis, and therefore a critical need exists for novel therapeutic strategies for management of glioblastoma patients. Itraconazol...

Lethality of PAK3 and SGK2 shRNAs to human papillomavirus positive cervical cancer cells is independent of PAK3 and SGK2 knockdown.

PLoS ONE 10(1) , e0117357, (2015)

The p21-activated kinase 3 (PAK3) and the serum and glucocorticoid-induced kinase 2 (SGK2) have been previously proposed as essential kinases for human papillomavirus positive (HPV+) cervical cancer c...