S-Tritylcysteine

Modify Date: 2025-08-25 22:00:10

S-Tritylcysteine structure	Common Name	S-Tritylcysteine
	CAS Number	2799-07-7	Molecular Weight	363.47
	Density	1.2±0.1 g/cm3	Boiling Point	524.7±50.0 °C at 760 mmHg
	Molecular Formula	C₂₂H₂₁NO₂S	Melting Point	182-183 °C (dec.)(lit.)
	MSDS	Chinese USA	Flash Point	271.2±30.1 °C
	Symbol	GHS07	Signal Word	Warning

Use of S-Tritylcysteine

S-Trityl-L-cysteine (NSC 83265) is a selective and allosteric kinesin Eg5 inhibitor with an IC50 of 1 μM for the inhibition of basal ATPase activity and 140 nM for the microtubule-activated ATPase activity. S-Trityl-L-cysteine has antitumor activities[1][2].

Name	S-Trityl-L-cysteine
Synonym	More Synonyms

Description	S-Trityl-L-cysteine (NSC 83265) is a selective and allosteric kinesin Eg5 inhibitor with an IC50 of 1 μM for the inhibition of basal ATPase activity and 140 nM for the microtubule-activated ATPase activity. S-Trityl-L-cysteine has antitumor activities[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Kinesin Signaling Pathways >> Cytoskeleton >> Kinesin
Target	Eg5
In Vitro	S-Trityl-L-cysteine binds to a unique pocket in the Eg5 motor domain formed by secondary structural elements (helix a2/loop L5/helix a3)[1]. S-Trityl-L-cysteine (1-20 µM; for 72 h) could mediate cell apoptosis, as well as cell cycle arrest, in a dose-dependent manner. S-Trityl-L-cysteine-mediated apoptosis and cell cycle arrest were triggered by activation of the mitogen-activated protein kinase and nuclear factor kB signaling pathways[1]. S-Trityl-L-cysteine induces mitotic arrest in HeLa cells (IC50 of 700 nM) with characteristic monoastral spindles[2].
References	[1]. Wei Wu, et al. S-trityl-L-cysteine, a novel Eg5 inhibitor, is a potent chemotherapeutic strategy in neuroblastoma. Oncol Lett. 2018 Jul;16(1):1023-1030. [2]. Salvatore DeBonis, et al. In vitro screening for inhibitors of the human mitotic kinesin Eg5 with antimitotic and antitumor activities. Mol Cancer Ther. 2004 Sep;3(9):1079-90.

Density	1.2±0.1 g/cm3
Boiling Point	524.7±50.0 °C at 760 mmHg
Melting Point	182-183 °C (dec.)(lit.)
Molecular Formula	C₂₂H₂₁NO₂S
Molecular Weight	363.47
Flash Point	271.2±30.1 °C
Exact Mass	363.129303
PSA	88.62000
LogP	5.56
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.642
Storage condition	-20°C

S-Tritylcysteine MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY7710000

CHEMICAL NAME :: Alanine, 3-(tritylthio)-, L-

CAS REGISTRY NUMBER :: 2799-07-7

BEILSTEIN REFERENCE NO. :: 2339626

LAST UPDATED :: 199801

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C22-H21-N-O2-S

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >540 mg/kg

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

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB81-109993

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 45 mg/kg

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

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB81-109993

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 936 mg/kg

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

REFERENCE :: NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. (Bethesda, MD 20205) Volume(issue)/page/year: JAN1986

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 396 mg/kg

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

REFERENCE :: NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. (Bethesda, MD 20205) Volume(issue)/page/year: JAN1986

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 59460 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB288-358

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 750 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB81-109993

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB81-109993

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Liver - jaundice, other or unclassified Blood - hemorrhage

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 29,95,1974 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 250 mg/kg/5D-I

TOXIC EFFECTS :: Cardiac - pulse rate Lungs, Thorax, or Respiration - dyspnea Related to Chronic Data - death

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB216-419

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 375 mg/kg/33D-I

TOXIC EFFECTS :: Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases Related to Chronic Data - death

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB216-419

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: 250 mg/kg/5D-I

TOXIC EFFECTS :: Liver - other changes Kidney, Ureter, Bladder - other changes Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB216-419

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn:Harmful;
Risk Phrases	R22
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	AY7710000
HS Code	2930909090

Tritanol

CAS#:76-84-6

L-Cysteine hydr...

CAS#:52-89-1

~98%

S-Tritylcysteine

CAS#:2799-07-7

Literature: Silvia, Vertuani; Baldisserotto, Anna; Scalambra, Emanuela; Malisardi, Gemma; Durini, Elisa; Manfredini, Stefano European Journal of Medicinal Chemistry, 2012 , vol. 50, p. 383 - 392

L-Cysteine hydr...

CAS#:52-89-1

Triphenylmethyl...

CAS#:76-83-5

~89%

S-Tritylcysteine

CAS#:2799-07-7

Literature: Marquette University; University of Wisconsin - Milwaukee Patent: US7829709 B1, 2010 ; Location in patent: Page/Page column 19-20 ;

Tritanol

CAS#:76-84-6

L-cysteine

CAS#:52-90-4

~90%

S-Tritylcysteine

CAS#:2799-07-7

Literature: Jin, Hui-Juan; Lu, Jing; Wu, Xue Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 11 p. 3465 - 3469

Fmoc-Cys(Trt)-OH

CAS#:103213-32-7

~83%

S-Tritylcysteine

CAS#:2799-07-7

Literature: Chen, Chun-Chi; Rajagopal, Basker; Liu, Xuan Yu; Chen, Kuan Lin; Tyan, Yu-Chang; Lin, Fui; Lin, Po-Chiao Amino Acids, 2014 , vol. 46, # 2 p. 367 - 374

L-cysteine

CAS#:52-90-4

Triphenylmethyl...

CAS#:76-83-5

S-Tritylcysteine

CAS#:2799-07-7

Literature: WO2007/9944 A1, ; Page/Page column 31-32 ;

trifluoromethan...

CAS#:880762-43-6

S-Tritylcysteine

CAS#:2799-07-7

Literature: WO2006/102243 A2, ; Page/Page column 63 ; WO 2006/102243 A2

L-Cysteine hydr...

CAS#:52-89-1

Triphenylmethyl...

CAS#:76-83-5

S-Tritylcysteine

CAS#:2799-07-7

TRT-CYS(TRT)-OH

CAS#:27686-50-6

Literature: Bulletin de la Societe Chimique de France, , p. 698

Precursor 6
CAS#:76-84-6 Tritanol CAS#:52-89-1 L-Cysteine hydr... CAS#:76-83-5 Triphenylmethyl... CAS#:52-90-4 L-cysteine
CAS#:103213-32-7 Fmoc-Cys(Trt)-OH CAS#:880762-43-6 trifluoromethan...
DownStream 8
CAS#:52-90-4 L-cysteine CAS#:519-73-3 Triphenylmethane CAS#:26311-04-6 L-Cysteine,N-[(... CAS#:21947-98-8 Boc-Cys(Trt)-OH
CAS#:56-89-3 L-Cystine CAS#:3695-78-1 Glycine,N-[N-[(... CAS#:27486-87-9 AC-CYS(TRT)-OH CAS#:62675-68-7 L-Cysteine,S-(t...

HS Code	2930909090
Summary	2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Cdk1 phosphorylates the Rac activator Tiam1 to activate centrosomal Pak and promote mitotic spindle formation.

Nat. Commun. 6 , 7437, (2015)

Centrosome separation is critical for bipolar spindle formation and the accurate segregation of chromosomes during mammalian cell mitosis. Kinesin-5 (Eg5) is a microtubule motor essential for centroso...

Structure-activity relationship of S-trityl-L-cysteine analogues as inhibitors of the human mitotic kinesin Eg5.

J. Med. Chem. 51 , 1115-25, (2008)

The human kinesin Eg5 is a potential drug target for cancer chemotherapy. Eg5 specific inhibitors cause cells to block in mitosis with a characteristic monoastral spindle phenotype. Prolonged metaphas...

Dynamics of Human Telomerase Holoenzyme Assembly and Subunit Exchange across the Cell Cycle.

J. Biol. Chem. 290 , 21320-35, (2015)

Human telomerase acts on telomeres during the genome synthesis phase of the cell cycle, accompanied by its concentration in Cajal bodies and transient colocalization with telomeres. Whether the regula...

S-Triphenylmethyl-L-cysteine

EG5 INHIBITOR II

Cys(Trt)-OH

3-tritylthio-L-alanine

Alanine, 3- (tritylthio)-, D-

L-Cys(trt)-OH

DL-Cysteine, S-(triphenylmethyl)-

L-CYSTEINE, S-(TRIPHENYLMETHYL)-

EINECS 218-195-8

S-Tritylcysteine

(R)-S-Tritylcysteine

(2S)-2-Ammonio-3-(tritylsulfanyl)propanoate

Cysteine, S-(triphenylmethyl)-

D-Cysteine, S- (triphenylmethyl)-

S-Trt-L-Lys-OH

H-Cys(Trt)-OH

L-Cysteine, S- (triphenylmethyl)-

TRITYL-L-CYSTEINE

H-L-Cys(Trt)-OH

MFCD00002611

CYSTEINE(TRT)-OH

Alanine, 3- (tritylthio)-, L-

Tritylthioalanine

Ethanaminium, 1-carboxy-2-[(triphenylmethyl)thio]-, inner salt, (1S)-

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