依氟鸟氨酸
依氟鸟氨酸用途
用于非洲锥虫病(非洲睡眠病)。通过阻断锥虫属寄生虫增殖所必需的酶而起作用。
依氟鸟氨酸名称
依氟鸟氨酸物理化学性质
[ 密度 ]:
1.293g/cm3
[ 沸点 ]:
347ºC at 760 mmHg
[ 分子式 ]:
C6H12F2N2O2
[ 分子量 ]:
182.16800
[ 闪点 ]:
163.7ºC
[ 精确质量 ]:
182.08700
[ PSA ]:
89.34000
[ LogP ]:
1.17310
[ 折射率 ]:
1.462
[ 储存条件 ]:
-15°C
依氟鸟氨酸毒性和生态
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- RM2981700
- CHEMICAL NAME :
- DL-Ornithine, 2-(difluoromethyl)-
- CAS REGISTRY NUMBER :
- 67037-37-0
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 10
- MOLECULAR FORMULA :
- C6-H12-F2-N2-O2
- MOLECULAR WEIGHT :
- 182.20
- WISWESSER LINE NOTATION :
- Z3XZVQYFF
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intracerebral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 1364 ug/kg
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 291 mg/kg/52W-I
- TOXIC EFFECTS :
- Behavioral - food intake (animal) Liver - changes in liver weight Blood - changes in platelet count
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 10 gm/kg
- SEX/DURATION :
- female 5-9 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 3952 mg/kg
- SEX/DURATION :
- female 5-8 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 24750 mg/kg
- SEX/DURATION :
- female 6-10 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- DOSE :
- 150 mg/kg
- SEX/DURATION :
- female 7 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- DOSE :
- 300 mg/kg
- SEX/DURATION :
- female 7 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - other measures of fertility
MUTATION DATA
- TYPE OF TEST :
- Cytogenetic analysis
- TEST SYSTEM :
- Rodent - hamster Kidney
- DOSE/DURATION :
- 500 umol/L
- REFERENCE :
- HEREAY Hereditas (Lund, Sweden). (Gjoerloffsgatan 121, S-261 34 Landskrona, Sweden) V.1- 1947- Volume(issue)/page/year: 108,85,1988
依氟鸟氨酸制备
将15 THF冷至-80℃，在氮气保护下加入2.82 L二异丙胺，再加入12L 15%丁基锂的己烷溶液，加入的速度保持反应液的温度为-75～-80℃。然后加入N，N’-二苯亚甲基鸟氨酸甲酯(I)溶于15L THF的溶液。加毕，缓慢升至35~40℃，并用一氯二氟甲烷鼓泡置换氮气，进行反应。加入20L饱和氯化钠溶液和75L异丙醚，分出有机层，水层提取。提取液和有机层合并，用饱和氯化钠溶液洗后，浓缩至剩油状物，即为化合物(Ⅱ)。该油状物和30 Llmol/L盐酸，在室温反应3h，进行水解。反应结束后，用氯仿提取，提取液废弃。经提取的水层用6L水稀释，调至Ph值3.3，加热，过滤，洗涤，重结晶，得依氟鸟氨酸。
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