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817-09-4

817-09-4 structure
817-09-4 structure
Name 2-chloro-N,N-bis(2-chloroethyl)ethanamine,hydrochloride
Synonyms Trichlormethin
Sinalost
Lekamin
Hn3 hcl
Trimustine
tris(2-chloroethyl)ammonium hydrochloride
EINECS 212-442-3
MFCD00012520
2-chloro-N,N-bis(2-chloroethyl)ethanamine hydrochloride
2,2',2''-Trichlortriethylamin-hydrochlorid
HN3 hydrochloride
Tris(2-chloroethyl)amine hydrochloride
Trillekamin
Trimitan
trichlormethine
tris(2-chloro-ethyl)amine hydrochloride salt
Trichlormethine (hydrochloride)
Description Trichlormethine hydrochloride is a cytostatic agent in the treatment of cancer and arthritis; shows carcinogenic effects to humans.
Related Catalog
In Vitro Trichlormethine could be detected at a surface coverage of 0.01 monolayer, which corresponds to 20 ppm (mass/mass) for a soil having a surface area of 2.2 m2/g. TEA, the exhaustive hydrolysis product of trichlormethine, is detected at a surface coverage of 0.001 monolayer, which corresponds to 0.86 ppm[1].
In Vivo Trichlormethine hydrochloride carries a genetic risk for the postmeiotic stages of spermatogenesis and is responsible for interference in the morphology of sperm heads through its action on spermatocytes. The toxic effects of trichlormethine hydrochloride are found to influence the body weight of mice, to reduce the relative weight of the testes, to damage spermatogenesis in the seminiferous tubules, to be responsible for an appearance of multinucleate cells in the epididymides, and for an increased rate of abnormality of the heads of fully mature spermatozoa[2].
Animal Admin Mice: The genetic effect of the cytostatic trichlormethine hydrochloride is assessed after a 1-week administration using the dominant lethal mutation test (DLM) and the sperm abnormality test. The dosage is 0.5 mg/kg for 7 consecutive days, an equivalent of the human therapeutic dosage. Simultaneously, the cytostatic's direct toxic effect on male sex organs is assessed[2].
References

[1]. Gresham GL, et al. Identification of the nitrogen-based blister agents bis(2-chloroethyl)methylamine (HN-2) and tris(2-chloroethyl)amine (HN-3) and their hydrolysis products on soil using ion trap secondary ion mass spectrometry. J Mass Spectrom. 2000 Dec;35(12):1460-9.

[2]. Sýkora I, et al. Trichlormethine hydrochloride and correlation of its mutagenic and toxic effects on male germ cells in mice. Mutat Res. 1992 Apr;266(2):291-7.
Boiling Point 156.2ºC at 760 mmHg
Melting Point 127-130ºC(lit.)
Molecular Formula C6H13Cl4N
Molecular Weight 240.98600
Flash Point 48.3ºC
Exact Mass 238.98000
PSA 3.24000
LogP 2.80680
Storage condition Poison room

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YE2800000
CHEMICAL NAME :
Triethylamine, 2,2',2''-trichloro-, hydrochloride
CAS REGISTRY NUMBER :
817-09-4
LAST UPDATED :
199512
DATA ITEMS CITED :
27
MOLECULAR FORMULA :
C6-H12-Cl3-N.Cl-H
MOLECULAR WEIGHT :
241.00
WISWESSER LINE NOTATION :
G2N2G2G &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
214 ug/kg
TOXIC EFFECTS :
Blood - leukopenia
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
30 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - anorexia (human) Gastrointestinal - nausea or vomiting
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human
DOSE/DURATION :
100 ug/kg
TOXIC EFFECTS :
Behavioral - headache Vascular - thrombosis distant from injection site Gastrointestinal - nausea or vomiting
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5 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 - rat
DOSE/DURATION :
750 ug/kg
TOXIC EFFECTS :
Tumorigenic - active as anti-cancer agent
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2 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 :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
700 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 :
1100 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 :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 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 :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD75 - Lethal Dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Gastrointestinal - ulceration or bleeding from small intestine Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2 mg/kg
TOXIC EFFECTS :
Gastrointestinal - changes in structure or function of salivary glands
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2500 ug/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 :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10 mg/kg/9W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Tumorigenic - tumors at site of application
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
2400 ug/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1500 ug/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct
TYPE OF TEST :
DNA damage
TYPE OF TEST :
Dominant lethal test

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
3500 ug/kg/7D (Continuous)
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 266,291,1992 *** REVIEWS *** IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,143,1990 IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,229,1975 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,229,1975 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,143,1990 IARC Cancer Review:Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,143,1990
Symbol GHS05 GHS06 GHS08
GHS05, GHS06, GHS08
Signal Word Danger
Hazard Statements H300-H314-H351
Precautionary Statements P264-P280-P305 + P351 + P338-P310
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes T+: Very toxic;Xi: Irritant;
Risk Phrases R26/27/28;R33;R40
Safety Phrases S23-S24/25
RIDADR UN 2928 6.1/PG 1
WGK Germany 3
RTECS YE2800000
Packaging Group II
Hazard Class 6.1(a)
HS Code 2921199090
102-71-6 structure

102-71-6

~94%

817-09-4 structure

817-09-4
Literature: Singh, Ashutosh S.; Sun, Shih-Sheng Journal of Organic Chemistry, 2012 , vol. 77, # 4 p. 1880 - 1890
637-39-8 structure

637-39-8

~92%

817-09-4 structure

817-09-4
Literature: Ichikawa, Satoshi; Ueno, Hideaki; Sunadome, Takuya; Sato, Kousuke; Matsuda, Akira Organic Letters, 2013 , vol. 15, # 3 p. 694 - 697
HS Code 2921199090
Summary 2921199090 other acyclic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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